294198-62-2

Basic information

• Product Name: (E)-(4S,5R)-4-Benzyloxy-5-[(R)-3-(tert-butyl-dimethyl-silanyloxy)-butyryloxy]-hex-2-enoic acid (E)-(1R,2S)-2-benzyloxy-1-methyl-4-(2,2,2-trichloro-ethoxycarbonyl)-but-3-enyl ester
• Synonyms: (E)-(4S,5R)-4-Benzyloxy-5-[(R)-3-(tert-butyl-dimethyl-silanyloxy)-butyryloxy]-hex-2-enoic acid (E)-(1R,2S)-2-benzyloxy-1-methyl-4-(2,2,2-trichloro-ethoxycarbonyl)-but-3-enyl ester
• CAS NO: 294198-62-2
• Molecular Weight: 786.262
• Mol File: 294198-62-2.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (E)-(4S,5R)-4-Benzyloxy-5-[(R)-3-(tert-butyl-dimethyl-silanyloxy)-butyryloxy]-hex-2-enoic acid (E)-(1R,2S)-2-benzyloxy-1-methyl-4-(2,2,2-trichloro-ethoxycarbonyl)-but-3-enyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-(4S,5R)-4-Benzyloxy-5-[(R)-3-(tert-butyl-dimethyl-silanyloxy)-butyryloxy]-hex-2-enoic acid (E)-(1R,2S)-2-benzyloxy-1-methyl-4-(2,2,2-trichloro-ethoxycarbonyl)-but-3-enyl ester(294198-62-2)
• EPA Substance Registry System: (E)-(4S,5R)-4-Benzyloxy-5-[(R)-3-(tert-butyl-dimethyl-silanyloxy)-butyryloxy]-hex-2-enoic acid (E)-(1R,2S)-2-benzyloxy-1-methyl-4-(2,2,2-trichloro-ethoxycarbonyl)-but-3-enyl ester(294198-62-2)

Safety Data

• Hazardous Substances Data: 294198-62-2(Hazardous Substances Data)

Upstream product

• 294198-60-0 (E)-(4S,5R)-4-Benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-hex-2-enoic acid (E)-(1R,2S)-2-benzyloxy-1-methyl-4-(2,2,2-trichloro-ethoxycarbonyl)-but-3-enyl ester 
• 294198-58-6 (4S,5R)-4-benzyloxy-5-tert-butyldimethylsilyloxy-2(E)-hexenoic acid 
• 294198-59-7 2,2,2-trichloroethyl (4S,5R)-4-benzyloxy-5-hydroxy-2(E)-hexenoate 
• 183625-23-2 methyl (4S,5R)-4-benzyloxy-5-hydroxy-2(E)-hexenoate 
• 18162-48-6 tert-butyldimethylsilyl chloride 
• 104524-19-8 methyl (R)-(-)-3-(tert-butyldimethylsilyloxy)butyrate 
• 105729-41-7 3-(R)-t-butyldimethylsilyloxybutanoic acid 
• 294198-61-1 (E)-(4S,5R)-4-Benzyloxy-5-hydroxy-hex-2-enoic acid (E)-(1R,2S)-2-benzyloxy-1-methyl-4-(2,2,2-trichloro-ethoxycarbonyl)-but-3-enyl ester 

Downstream Products

• 294198-64-4 (+)-dibenzyl macrosphelide A 
• 294198-63-3 (E)-(4S,5R)-4-Benzyloxy-5-((R)-3-hydroxy-butyryloxy)-hex-2-enoic acid (E)-(1R,2S)-2-benzyloxy-1-methyl-4-(2,2,2-trichloro-ethoxycarbonyl)-but-3-enyl ester 

Relevant articles and documents

Total syntheses of macrosphelides (+)-A, (-)-A and (+)-E

Total syntheses of (+)-macrosphelide A 1 (18.5% overall yield in 11 steps) and (+)-macrosphelide E 2 (23.9% overall yield in 11 steps) have been achieved via the chemoenzymatic reaction product (4R,5S)-4-benzyloxy-5-hydroxy-2(E)-hexenoate 4. The enantiomer (-)-A (1) (14.2% overall yield in 11 steps) of (+)-1 was also synthesized from the chemoenzymatic reaction product (4S,5R)-4-benzyloxy-5-hydroxy-2(E)-hexenoate 4. Copyright (C) 2000 Elsevier Science Ltd.