117399-58-3

Basic information

• Product Name: (1S)-2-(benzyloxy)-1-[(4S)-2,2-dimethyl-1,3-dioxolane-4-yl]-ethan-1-ol
• Synonyms: (1S)-2-(benzyloxy)-1-[(4S)-2,2-dimethyl-1,3-dioxolane-4-yl]-ethan-1-ol
• CAS NO: 117399-58-3
• Molecular Weight: 252.31
• Mol File: 117399-58-3.mol

Chemical Properties

• CAS DataBase Reference: (1S)-2-(benzyloxy)-1-[(4S)-2,2-dimethyl-1,3-dioxolane-4-yl]-ethan-1-ol(CAS DataBase Reference)
• NIST Chemistry Reference: (1S)-2-(benzyloxy)-1-[(4S)-2,2-dimethyl-1,3-dioxolane-4-yl]-ethan-1-ol(117399-58-3)
• EPA Substance Registry System: (1S)-2-(benzyloxy)-1-[(4S)-2,2-dimethyl-1,3-dioxolane-4-yl]-ethan-1-ol(117399-58-3)

Safety Data

• Hazardous Substances Data: 117399-58-3(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
(1S)-2-(benzyloxy)-1-[(4S)-2,2-dimethyl-1,3-dioxolane-4-yl]-ethan-1-ol is used as a key intermediate in organic synthesis for the development of new compounds with specific properties. Its unique structure allows for versatile chemical reactions, making it a valuable building block in the synthesis of pharmaceuticals, agrochemicals, and other specialty chemicals.
Used in Pharmaceutical Research:
In the pharmaceutical industry, (1S)-2-(benzyloxy)-1-[(4S)-2,2-dimethyl-1,3-dioxolane-4-yl]-ethan-1-ol is used as a chiral synthon for the creation of enantiomerically pure drugs. Its potential reactivity and the presence of a stereocenter make it an attractive candidate for the development of novel pharmaceutical agents with improved efficacy and selectivity.
Used in Chiral Chemistry:
(1S)-2-(benzyloxy)-1-[(4S)-2,2-dimethyl-1,3-dioxolane-4-yl]-ethan-1-ol is utilized in chiral chemistry for the study of stereoselective reactions and the synthesis of enantiomerically pure compounds. Its unique structure and stereochemistry make it a valuable tool for understanding the role of chirality in chemical reactions and the development of enantioselective synthetic methods.

Upstream product

• 91274-05-4 (2S,3S)-1,2-O-isopropylidene-1,2,3,4-tetrol 
• 100-39-0 benzyl bromide 
• 92973-40-5 methyl (2R,3S)-3,4-O-isopropylidene-2,3,4-trihydroxybutanoate 
• 15042-01-0 5,6-O-isopropylidene-L-ascorbic acid 
• 114185-07-8 ethyl (2R)-2-[(1S)-3,3-dimethyl(2,4-dioxolanyl)]-2-hydroxyacetate 

Downstream Products

• 170936-40-0 (6S,7R)-7-Benzyloxymethyl-6-(tert-butyl-diphenyl-silanyloxy)-1,4-dimethyl-[1,4]diazepan-2-one 
• 170936-49-9 (6S,7R)-7-Benzyloxymethyl-6-(tert-butyl-diphenyl-silanyloxy)-4-methyl-[1,4]diazepan-2-one 
• 170936-41-1 Toluene-4-sulfonic acid (2R,3R)-3-azido-4-benzyloxy-2-hydroxy-butyl ester 
• 170936-48-8 [((2S,3R)-3-Azido-4-benzyloxy-2-hydroxy-butyl)-methyl-amino]-acetic acid 
• 170936-38-6 [((2S,3R)-3-Amino-4-benzyloxy-2-hydroxy-butyl)-methyl-amino]-acetic acid 
• 115890-33-0 3-azido-4-O-benzyl-3-deoxy-1,2-O-isopropylidene-D-erythritol 
• 170936-39-7 (6S,7R)-7-Benzyloxymethyl-6-hydroxy-4-methyl-[1,4]diazepan-2-one 
• 170936-42-2 Toluene-4-sulfonic acid (2R,3R)-4-benzyloxy-3-(2-benzyloxycarbonylamino-acetylamino)-2-(tert-butyl-dimethyl-silanyloxy)-butyl ester 

Relevant articles and documents

Synthesis of β-difluorine-containing amino acids

A convenient strategy was developed to prepare several β-difluoroamino acids. As exemplified by the synthesis of 3,3-difluoro-L-homocysteine, 3,3- difluoro-L-homoserine and 3,3-difluoro-L-methionine, the reaction sequence all started from L-isoascorbic acid. This approach holds potential to be extended to make other β-difluorine-containing amino acids.

Synthesis of protected enantiopure erythrulose derivatives

D- and L-Erythrulose derivatives 2-6 bearing protective O-silyl and O-benzyl groups in various positions were synthesized in enantiopure form from L-ascorbic acid, D-isoascorbic acid, and D-glucose. VCH Verlagsgesellschaft mbH, 1996.

Synthesis of the 1,4-diazepan-2-one moiety of liposidomycins

The two stereoisomers 12 and 16 of 1,4-dimethyl-1,4-diazepan-2-one, a central feature of liposidomycins, have been synthesized starting from L-ascorbic acid and sarcosine.