81422-90-4

Basic information

• Product Name: (2R,3S)-threo-3-methylbutane-1,2,4-triol 4-benzyl ether
• Synonyms: (2R,3S)-threo-3-methylbutane-1,2,4-triol 4-benzyl ether
• CAS NO: 81422-90-4
• Molecular Weight: 210.273
• Mol File: 81422-90-4.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: (2R,3S)-threo-3-methylbutane-1,2,4-triol 4-benzyl ether(CAS DataBase Reference)
• NIST Chemistry Reference: (2R,3S)-threo-3-methylbutane-1,2,4-triol 4-benzyl ether(81422-90-4)
• EPA Substance Registry System: (2R,3S)-threo-3-methylbutane-1,2,4-triol 4-benzyl ether(81422-90-4)

Safety Data

• Hazardous Substances Data: 81422-90-4(Hazardous Substances Data)

Upstream product

• 100-39-0 benzyl bromide 
• 57280-24-7 (R)-2-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-propan-1-ol 
• 1184-53-8 methylcopper 
• 87172-27-8 cis-4-benzyloxy-2,3-epoxy-1-butanol 
• 15681-48-8 lithium dimethylcuprate 
• 75-24-1 trimethylaluminum 
• 78513-07-2 (-)-(2S,3R)-2,3-epoxy-4-(benzyloxy)-1-butanol 
• 86562-30-3 (2R,3R)-dimethyl threo-3-methylmalate THP ether 
• 13398-40-8 (2R,3R)-threo-β-methylmalic acid 
• 86562-31-4 (2R,3S)-threo-3-methylbutane-1,2,4-triol 2-THP ether 
• 71565-21-4 (2S,4'R)-(+)-2-(2,2-Dimethyl-1,3-dioxolan-4-yl)-1-propanol 
• 77333-26-7 (2R,3S)-threo-3-methylbutane-1,2,4-triol 
• 77398-86-8 dimethyl (2R,3R)-2-hydroxy-3-methylsuccinate 
• 642-92-2 D,L-threo-β-methylaspartic acid 

Downstream Products

• 72598-35-7 (-)-serricornin 
• 72485-37-1 (4R,6S,7S)-7-acetoxy-4,6-dimethyl-3-nonanone 
• 82335-98-6 serricornin acetate <(4S,6R,7R)-4,6-dimethyl-7-acetoxy-3-nonanone> 
• 149-31-5 (2S,3S)-2-methylpentane-1,3-diol 
• 83997-86-8 serricornin acetate <(4S,6S,7S)-4,6-dimethyl-7-acetoxy-3-nonanone> 
• 86535-07-1 (2S,3S)-threo-2-methylpentane-1,3-diol 1-benzyl ether 
• 86535-08-2 (2S,3S)-threo-2-methylpentane-1,3-diol 1-benzyl ether 3-THP ether 
• 86535-14-0 (2S,3S)-2-methyl-1-(4-methylbenzenesulfonyloxy)-3-pentanol 
• 86535-19-5 2-methyl-3-pentanol (R)-(+)-MTPA ester 
• 86535-18-4 2-methyl-3-pentanol (S)-(-)-MTPA ester 
• 86535-10-6 (2S,3S)-threo-2-methylpentane-1,3-diol 3-THP ether 1-tosylate 
• 130740-38-4 (E)-(2S,4S,5R,6S,9R,10S)-11-Benzyloxy-5-methoxy-9-methoxymethoxy-2,6,8,10-tetramethyl-undec-7-ene-1,4-diol 
• 130740-38-4 (E)-(2S,4R,5R,6S,9R,10S)-11-Benzyloxy-5-methoxy-9-methoxymethoxy-2,6,8,10-tetramethyl-undec-7-ene-1,4-diol 
• 130740-50-0 (R)-2-[(2R,3S)-3-((E)-(1R,2S,5R,6S)-7-Benzyloxy-1-methoxy-5-methoxymethoxy-2,4,6-trimethyl-hept-3-enyl)-oxiranyl]-propan-1-ol 

Relevant articles and documents

Synthesis of the spiroacetal fragments of spirofungins A and B, antibiotics isolated from Streptomyces violaceusniger Tü 4113

The spiroacetal [C(9)-C(20)] fragments of spirofungins A and B, antibiotics isolated from Streptomyces violaceusniger Tü 4113, were prepared from a known bromo alcohol derived from (S)-citronellal, using thermodynamically controlled iodolactonization and spiroacetalization as the key steps.

Total synthesis of N-phthaloyl adda methyl ester: All stereocenters originating from a single chiral epoxyalcohol

Selective ring opening of (2S,3R)-epoxide of 4-benzyloxy-cis-2-buten-1-ol either at 2- or 3-position ensures stereospecific construction of all the chiral centers of Adda.

SYNTHESIS AND ABSOLUTE STEREOCHEMISTRY OF SERRICORNIN

The absolute stereochemistry of serricornin (4,6-dimethyl-7-hydroxy-3-nonanone) was established as 4S, 6S, 7S by synthesizing both (4S, 6S, 7S)-isomer and its antipode.Only the natural enantiomer was bioactive.by