Erythrono-1,4-lactone

Erythrono-1-4-lactone, D ppS0i5 Etythtono-1-4-lactone, D, 2-C-hydtoxy-methyl ppS0l5... 

In turn, vinylacetic acid served17 for the synthesis of DL-erythrono-1,4-lactone (12). The starting compound was first hydroxylated by means of the barium chlorate-osmium tetraoxide reagent to 3-hydroxybutanolactone, dehydration of which with phosphorus pen-taoxide yielded isocrotonolactone, readily convertible with silver chlorate into 12. 

Branched-erythrono-1,4-lactones are accessible from the oxetane 66 which was derived thermally from diethyl mesoxalate 64 and 2,2-di-isopropyl-1,3-dioxole 65 [58]. An impressive improvement in the regioselectivity of oxetane formation was discovered with 2,3-dihydrofuran 67 as... 

CgHiiOg 2,3-Di-0-acetyl-2-C-methyl-D-erythrono-1,4-lactone ACEPLN 43 222... 

L-erythio-form. 2-Bromo-2-deoxy-L-erythrono-1,4-lactone [117858-88-5]... 

Lactone, 2,3-0-isopropylidene 2,3-0-Isopropylidene-L-erythrono-1,4-lactone C7H10O4 158.154 Md -1-139 (c, 1.4 in CHCI3). 

Bromo-2-deoxy-D-arabinono-1,4-lactone, B-61 2-Bromo-2-deoxyarabinose i>-form, B-62 2-Bromo-2-deoxyarabinose L,-form, B-62 2-Bromo-2-deoxyascorbic acid L-form, B-64 2-Bromo-2-deoxy-L-erythrono-1,4-lactone, B-111... 

D-Erythronic acid, T-161 L-Erythronic acid, T-161 DL-Erythronic acid, T-161 L-Erythrono-1,4-lactone, T-161 DL-Erythrono-1,4-lactone, T-161 Ethyl D-arabinonate, A-825... 

L-Threonic acid, T-161 D-Threonic acid, T-161 DL-Threonic acid, T-161 L-Threono-1,4-lactone, T-161 D-Threono-1,4-lactone, T-161 DL-Threonolactone, T-161 2- O -Tosyl-L-erythrono-1,4-lactone, T-161 2- O -Tosyl-L-1,4-rhamnonolactone, D-286... 

The isolation of the branched-chain D-erythrono-1,4-lactone ester 1 and its corresponding hydroxy acid hydrolysis product from the leaves of Bide ns pilosa have been described. ... 

From Achiral Non-carbohydrates. - Racemic methyl 2-acetamido-2-deoxy-threofuranoside 69 was the major epimer formed as indicated in Scheme 19 from the dihydroisoxazole 68, prepared by condensation of nitromethane and chloroacetaldehyde. 2-Amino-2-deoxy-L-erythrono-1,4-lactone 73 was synthesized by enzymatic aldol condensation of 70 and 71 to give a 92 8 mixture of erythro- and rAreo-adducts, from which 72 was obtained by crystallization (Scheme 20). The lactone 74, an intermediate in previous syntheses of A -trifluoroacetyl-L-acosamine and -L-daunosamine (Vol.l4, p.72, ref. 14), was prepared from methyl sorbate as before, but by a rather inefficient route. 

Protection of D-erythrono-1,4-lactone as its 2,3-0-benzylidene acetal, followed by regioselective reductive acetal opening (triethylsilane-titanium tetrachloride), then hydride reduction of the lactone function gave 2-0-benzyl-L-erythritol. In contrast, tributyltin oxide mediated benzylation of the same 1,4-lactone then hydride reduction of the lactone group gave 2-0-benzyl-D-erythritol. L-Erythrulose has been converted into 2-amino-2-deoxy-L-erythritol in six steps and 35% overall yield, the key step being a stereoselective reduction of the ketoxime orthoformate 11 with K-selectride. ... 

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