Altropyranoside, methyl 3-amino-3-deoxy

Alloslde, methyl 2-acetamido-2-deoxy-a-D-, derivatives, 202 —, methyl 2,3-anhydro-4,6-0-benzyli-dene-a-D-, 51, 227 Altraric acid, 2,5-anhydro-n-, 55 Altronic acid, 2-amino-2-deoxy-n-, 54 —, 2,5-anhydro-D-, 55 Altropyranoside, methyl 3-amino-3-deoxy- 8-D-, 50 Altrose, oxidation of, 15 —, 2-amino-2-deoxy-D-, methyl ethers of, 202, 214... 

Altropyranoside, methyl 4,6-0-benzyli-dene-3-O-methyl-a-n-, 140 Altrose, 2-amino-2-deoxy-D-, derivatives of, 191... 

C. B. Barlow and R. D. Guthrie, Periodate oxidation of methyl amino-4,6-0-benzylidene-deoxy-a-D-altropyranosides, Carbohydr. Res., 13 (1970) 199-202. 

Amino acid 88 obtained from methyl 3-deoxy-3-amino-altropyranoside 87 was treated with methanesulfonyl chloride in the presence of sodium bicarbonate and gave the /3-lactam 89. Compound 89 was subsequently subjected to ring-opening polymerization to afford optically active polyamide 90... 

As might be expected, the nitrous acid deamination of methyl 2-amino-4,6-0-benzylidene-2-deoxy-a-D-altropyranoside (10) hydrochloride leads45,46 uniquely to methyl 2,3-anhydro-4,6-0-benzylidene-a-D-allopyranoside (11). The benzylidene group does not play an... 

The deamination of methyl 3-amino-3-deoxy-/3-D-altropyranoside was studied in 1934, but the products were not fully characterized.14411 The syrupy product was converted into a methylated derivative that had an elemental analysis corresponding to that calculated for a methyl tetramethylhexoside. The conditions used for methyl-ation would have opened an epoxide ring. Methyl 2,3-anhydro-4,6-0-benzylidene-a-D-mannopyranoside precipitated quantitatively from solution when the corresponding 3-amino-3-deoxyaltroside derivative was deaminated in aqueous medium.145 Epoxide formation was likewise reported to be quantitative in the deamination of the analogous 2-amino-2-deoxyaltroside.83 145 On deamination, 4-amino-l,6-anhydro-4-deoxy-/3-D-mannopyranose also gave an epoxide, namely, 1,6 2,3-dianhydro-/3-D-talopyranose, in unspecified yield.146... 

Light-induced azrridination of the benzyl acetal of (+)-274 with B0CN3 (Boc = (f-Bu)OCO) gives an aziridine that converted into methyl 3-amino-3-deoxy-a-D-altropyranoside [446], and into 3-amino-3-deoxy-L-idose [447]. 

Fig. 11. A planar, extended W coupling pathway (heavy bonds) in methyl V-2, 4 -dinitrophenyl-3-amino-4,6-0-benzylidene-3-deoxy-2-0-methyl-a-D-altropyranoside, which results in a long-range coupling constant of 5J16 0.5 Hz.

Me glycoside, 4,6-O-benzylidene Methyl 2-amino-4,6-0-benzylidene-2-deoxy-a-D-altropyranoside [6038-60-4]... 

Me glycoside Methyl 2-amino-2-deoxy-5-thio-a-D-altropyranoside, 9CI [171079-39-3]... 

Methyl 6-ammo-2-acetamido-3,4-di-0-acetyl-p-i>idopyranoside, D-442 Methyl 2-Mnmo-3-ben2ylammo-2,3,6-trideoxy-a-L-gulopyranoside, D-476 Methyl 2-ammo-3-ben2ylamiiio-2,3,6-trideoxy-a-L-idopyraJioside, D-479 Methyl 2-amino-4,6-0-benzylidene-2-deoxy-a-i>altropyranoside, A-164 Methyl 2-amino-4,6-0-benzylidene-2-deoxy-p-i>altropyranoside, A-164 Methyl 5-amino-l,3-0-benzylidene-5-deoxy-p-i>fmctopyranoside, A-185 Methyl 3-amino-4,6-0-benzylidene-3-deoxy-a-i>glucopyranoside, A-267 Methyl 2-amino-4,6-0-benzylidene-2-deoxy-a-i>glucopyranoside, M-150 Methyl 2-amino-4,6-0-benzylidene-2-deoxy-p-i>glucopyranoside, M-150 Methyl 2-amino-4,6-0-benzylidene-2-deoxy-a-i>idopyranoside, A-291 Methyl 2-amino-4,6-(9-benzylidene-2-deoxy-p-i>idopyranoside, A-291 Methyl 3-amino-4,6-0-benzylidene-3-deoxy-a-i>idopyranoside, A-292 Methyl 5-amino-l,3-<5-benzylidene-5-deoxy-4-0-mesyl-(5-D-fructopyranoside, A-185... 

Methyl 5-amino-l,3-0-benzylidene-5-deoxy-a-L-sorbopyranoside, A-336 Methyl 3-amino-3-deoxy-p-D-allofuranoside, A-157 Methyl 3-amino-3-deoxy-a-D-allopyranoside, A-157 Methyl 3-amino-3-deoxy-p-D-allopyranoside, A-157 Methyl 3-amino-3-deoxy-D-alluronate, A-160 Methyl 3-amino-3-deoxy-a-D-altropyranoside, A-165 Methyl 2-amino-2-deoxy-a-D-arabinopyranoside, A-178 Methyl 2-amino-2-deoxy-p-D-arabinopyranoside, A-178 Methyl 4-amino-4-deoxy-a-D-arabinopyranoside, A-179 Methyl 4-amino-4-deoxy-a-L-arabinopyranoside, A-179 Methyl 4-amino-4-deoxy-p-L-arabinopyranoside, A-179 Methyl 2-amino-2-deoxy-4,6-0-ethylidene-3-0-inethyl-a-D-glucopyranoside, M-150... 

Methyl 5-amino-5-deoxy-2,3-0-isopropylidene-p-D-ribofuranoside, A-332 Methyl 4-amino-4-deoxy-2,3-0 -isopropylidene-a-L-talopyranoside, A-342 Methyl 2-amino-2-deoxy-4,6-0-isopropylidene-5-thio-a-D-altropyranoside, A-345... 

Anhydro-2,3,4-tri-0-benzyl-p-D-altropyranose, A-493 3-Azido-3-deoxy-2,4,6-tri-0-methyl-D-altrose, A-899 Benzyl 3-amino-3-deoxy-p-D-altropyranoside, A-165... 

Methyl 2-amino-2-deoxy-5-thio-a-D-altropyranoside, 9C1, A-345 Methyl 4-amino-4,6-dideoxy-a-D-altropyranoside, A-370 Methyl 2,6-anbydro-a-D-altropyranoside, A-494 Methyl 2,6-anbydro-p-D-altropyranoside, A-494 Methyl 3,4-anbydro-a-D-altropyranoside, A-495 Methyl 2,6-anbydro-3,4-0-isopropylidene-a-D-altropyranoside, A-494 Methyl 2,6-anbydro-3,4-0-isopropylidene-p-D-altropyranoside, A-494 Methyl 3,4-anbydro-6-0-trityl-a-D-altropyranoside, A-495 Methyl 3-azido-3-deoxy-a-D-altropyranoside, A-899 Methyl 3-azido-3-deoxy-2,4,6-tri-0-methyl-a-D-altropyranoside, A-899 Methyl 2-0-benzoyl-4,6-0-benzylidene-a-D-altropyranoside, M-156 Methyl 3-0-benzoyl-4,6-0-benzylidene-a-D-altropyranoside, M-156 Methyl 2-O-benzoyl-4,6-0-benzylidene-3-bromo-3-deoxy-a-D-altropyranoside, B-59... 

Methyl 2-amino-2-deoxy-4,6-0 -isopropyIidene-5-thio-a-D-altropyranoside, 9CI, A-345 Methyl 2-amino-2-deoxy-a-D-lyxofuranoside, A-296 Methyl 2-amino-2-deoxy- 5-D-ribopyranoside, A-329 Methyl 2-amino-2-deoxy- 3-L-ribopyranoside, A-329 Methyl 2-amino-2-deoxy-5-thio-a-D-altropyranoside, 9CI, A-345 Methyl 2-amino-2-deoxy-3,4,6-tri-0-methyl-a-D-glucopyranoside, M-150 Methyl 2-amino-2-deoxy-3,5,6-tri-0-methyl- 3-D-mannofuranoside, A-312 Methyl 2-amino-3,6-di-0-benzyl-2-deoxy- 3-D-glucopyranoside, M-150 Methyl 2-amino-2,3-dideoxy-a-i>ri6o-hexopyranoside, 9CI, A-395 Methyl 2-amino-2,4-dideoxy-a-DL-erj /Aro-pentopyranoside, A-411 Methyl 2-amino-2,4-dideoxy-a-DL-rfe-eo-pentopyraiioside, A-412 Methyl 2-amino-3,4,6-tri-0-benzyl-2-deoxy-a-i>gliicopyranoside, M-150 Methyl 2-amino-2,3,6-trideoxy-3-niethylammo-a-L-idopyranoside, D-479 Methyl 2-benzamido-3-0-bei oyl-4,6-0-benzylidene-2-deoxy-a-D-glucopyranoside, M-154... 

A soln. of methyl 4,6-0-benzylidene-3-deoxy-3-(dithiocarbomethoxy)amino-2-0-methylsulfonyl- -D-altropyranoside in pyridine refluxed 15 hrs. under Ng... 

A new route to vicinal amino-dideoxy-sugars has been reported. Thus, catalytic reduction of the keto-hydrazone (135) obtained by treatment of the glycosidulose (134) with alkali gave methyl 3-amino-3,4,6-trideoxy-a -L-n6o-hexopyranoside (Scheme 51). Stevens and his co-workers have extended their work on 4-amino-sugars by synthesizing methyl 4-amino-4,6-dideoxy-a-D-altropyranoside and the isomeric D-idose compound. 3-Amino-3-deoxy-D-altrosides [e.g. (136)] derived from tryptamines have been prepared from methyl... 

---