4- Hydroxymethyl-2-mercapto

Polyhydric alcohol mercaptoalkanoate esters are prepared by reaction of the appropriate alcohols and thioester using -toluenesulfonic acid catalyst under nitrogen and subsequent heating (16,17). Organotin mercapto esters are similarly produced by reaction of the esters with dibutyltin oxide (18). Pentaerythritol can be oxidized to 2,2-bis(hydroxymethyl)hydracryhc acid [2831-90-5] C H qO, ... 

Indole, 3-hydroxymethyl-2-phenyl-stability, 4, 272 Indole, I-hydroxy-2-phenyl-synthesis, 4, 363 Indole, 2-iodo-synthesis, 4, 216 Indole, 3-iodo-reaetions, 4, 307 synthesis, 4, 216 Indole, 2-iodo-l-methyl-reaetions, 4, 307 Indole, 2-lithio-synthesis, 4, 308 Indole, 3-lithio-synthesis, 4, 308 Indole, 2-mereapto-tautomerism, 4, 38, 199 Indole, 3-mercapto-tautomerism, 4, 38, 199 Indole, 3-methoxy-synthesis, 4, 367 Indole, 5-methoxy-oxidation, 4, 248 Indole, 7-methoxy-2,3-dimethyl-aeetylation, 4, 219 benzoylation, 4, 219 Indole, 5-methoxy-l-methyl-reduetion, 4, 256 Indole, 5-methoxy-l-methyl-3-(2-dimethylaminoethyl)-reaetions... 

Dihydro- (Der.) 450 2-Formyl- 600 2-Hydrazinocarbonyl- 600 2-Hydroxymethyl- 600 2-Mercapto-4,5-dihydro-347 2-Methylamino- 351 2-(N-Mchyl-anilinocarbonyl)- 600... 

Hydroxymethyl-phenyl )-athyl]- 167 -(3-Hydroxy-propeny )- 228 -Jod-2-mcthoxy-5-(2-amino-l-hydroxy-athyl)- 118 Mercapto- 444 2-Mercapto-... 

Aus 2-Mercapto-imidazol wird mit Formaldehyd/Dimethylamin in Essigsaure bei 4" 1-Hydro-xymethyl-2-mercapto-imidazol gebildet (71 %)732. Dagegen wird aus 2-Mercapto-4(5)-methyl-imidazol unter den selben Reaktionsbedingungen 4(5)-Hydroxymethyl-2-mercapto-5(4)-me-thyl-imidazol (82%) crhalten732. 

Mercapto-4-amino-5-carbethoxypyrimidine has been converted to 2-methylmercapto-4-amino-5-hydroxymethylpyrimi-dine,6 an antimetabolite possessing antitumor activity,7 by methylation of the mercapto group followed by reduction of the ester group to a hydroxymethyl group with lithium aluminum hydride.6... 

Another example of the Mitsunobu reaction with the hydroxymethyl carbapenem uses 2-mercapto-l,2,4-thiadia-zole as the reactant to provide a -CH2S- link between the heterocycles <1998H(48)2287>. A somewhat similar idea has been reported by Aihara et a ., but they used the diphenylphosphate of the 2-hydroxymethyl carbapenem and its Mitsunobu reaction with substituted imidazo[5,l-A]thiazoles to obtain 198 <2003BML3475>. 

Ohne Cosolvens gelingt die Cyclisierung von 5-Amino-4,6-dimercapto-2-methyl-pyrimidin mit Acetoxy-acetylchlorid das primar gebildete 2-( Acetoxy-methyl)-4-mercapio-6-melhyl-(j>yrimi-do 5,4-d]-J, 3-thiazol ) wird nach Hydrolyse als 2-Hydroxymethyl-4-mercapto-6-methyl-(pyrimi-do[5,4-d]-1,3-thiazof) (68% Schmp. 267-268 )204 isoliert ... 

Mercapto-l,3-benzothiazol ergibt mit Formaldehyd 3-Hydroxymethyl-2-thiono-2,3-dihydro-l,3-benzo-thiazol (52%), das sich mit Phosphoroxychlorid in 3-Chlormethyl-2-thiono-2,3-dihydro-l,3-benzothiazol uberfuhren laBt1014 (23%) ... 

Hydroxy- 924 2-Hydroxy-4-mercapto- 881 2-Hydroxy-6-mercapto- 881 4-Hydroxy-2-methyl- 924 2-Hydroxymethyl-4-mercapto-6-methyl- 894 2-Mercapto- 977 4-Mercapto-2-methyl- 926 4-Mercapto-6-methyl- 892 4-Mercapto-2-methyl-6-methylthio- 907 4-Mercapto-2-phenyl- 907 4-Methylamino-2-propyloxy- 882... 

The oxidation-reduction method, developed initially by Mukaiyama et al. [133] and related to the previously described organophosphorus methods, has permitted a variety of important solid-phase applications. The mechanism of the activation is complex and involves the oxidation of the triaryl/ alkyl-phosphine to the oxide as well as reduction of the disulfide to the mercapto derivative. However, different active species, such as 81 (Fig. 11), the 2-pyridyl thioester, or even the symmetrical anhydride, have been postulated to form. For the intermediate 81, the peptide bond formation may proceed through a (cyclic transition state. The method has been used for conventional stepwise synthesis [134], acylation of the first protected amino acid to a hydroxymethyl resin, and to achieve segment condensation on a solid support in the opposite direction (N C) [135,136]. Lastly, it has been used for efficient grafting of a polyethylene glycol (molecular weight 2000) derivative to an aminomethyl resin to prepare PEG-PS resins [137]. 

Hydroxymethyl)-6-mercapto-1,2,3-cyclohexanetriol, H-170 2-(Hydroxymethyl)-6-methoxy-1,4-dioxan, H-149... 

C20H28O7S, 2-Hydroxy-8 (2-hydroxy-2-hydroxymethyl 3-mercapto-butyryloxy)-trans,trans-1(l0)-4-germacradienolide, 46B, 553 C2oH3o05r Hymenosignin, 46B, 552... 

---