(E)-(R)-4-Benzyloxy-4-((2S,3S,4R,5R)-3,4-bis-benzyloxy-5-methoxy-tetrahydro-furan-2-yl)-but-2-en-1-ol

Base Information

Chemical Name:(E)-(R)-4-Benzyloxy-4-((2S,3S,4R,5R)-3,4-bis-benzyloxy-5-methoxy-tetrahydro-furan-2-yl)-but-2-en-1-ol
CAS No.:290820-11-0
Molecular Formula:C₃₀H₃₄O₆
Molecular Weight:490.596
Hs Code.:

Synonyms:(E)-(R)-4-Benzyloxy-4-((2S,3S,4R,5R)-3,4-bis-benzyloxy-5-methoxy-tetrahydro-furan-2-yl)-but-2-en-1-ol

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Chemical Property of (E)-(R)-4-Benzyloxy-4-((2S,3S,4R,5R)-3,4-bis-benzyloxy-5-methoxy-tetrahydro-furan-2-yl)-but-2-en-1-ol

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Technology Process of (E)-(R)-4-Benzyloxy-4-((2S,3S,4R,5R)-3,4-bis-benzyloxy-5-methoxy-tetrahydro-furan-2-yl)-but-2-en-1-ol

There total 3 articles about (E)-(R)-4-Benzyloxy-4-((2S,3S,4R,5R)-3,4-bis-benzyloxy-5-methoxy-tetrahydro-furan-2-yl)-but-2-en-1-ol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 86.0%

: (E)-(R)-4-Benzyloxy-4-((2S,3S,4R,5R)-3,4-bis-benzyloxy-5-methoxy-tetrahydro-furan-2-yl)-but-2-enoic acid methyl ester

: 290820-11-0
(E)-(R)-4-Benzyloxy-4-((2S,3S,4R,5R)-3,4-bis-benzyloxy-5-methoxy-tetrahydro-furan-2-yl)-but-2-en-1-ol

Guidance literature:: With diisobutylaluminium hydride; In hexane; dichloromethane; at -78 ℃; for 2h;
DOI:10.1016/S0957-4166(00)00135-X

Reference yield:

: (S)-Benzyloxy-((2R,3S,4R,5R)-3,4-bis-benzyloxy-5-methoxy-tetrahydro-furan-2-yl)-acetaldehyde

: 290820-11-0
(E)-(R)-4-Benzyloxy-4-((2S,3S,4R,5R)-3,4-bis-benzyloxy-5-methoxy-tetrahydro-furan-2-yl)-but-2-en-1-ol

Guidance literature:: Multi-step reaction with 2 steps

1: benzene / 16 h / 20 °C

2: 86 percent / DIBAL-H / hexane; CH₂Cl₂ / 2 h / -78 °C

With diisobutylaluminium hydride; In hexane; dichloromethane; benzene; 1: Wittig reaction / 2: Reduction;
DOI:10.1016/S0957-4166(00)00135-X

Reference yield:

: 127501-24-0
methyl 2,3,5-tri-O-benzyl-β-D-galactofuranoside

: 290820-11-0
(E)-(R)-4-Benzyloxy-4-((2S,3S,4R,5R)-3,4-bis-benzyloxy-5-methoxy-tetrahydro-furan-2-yl)-but-2-en-1-ol

Guidance literature:: Multi-step reaction with 3 steps

1: oxalyl chloride; DMSO; Et₃N / CH₂Cl₂ / 1 h / -78 °C

2: benzene / 16 h / 20 °C

3: 86 percent / DIBAL-H / hexane; CH₂Cl₂ / 2 h / -78 °C

With oxalyl dichloride; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; In hexane; dichloromethane; benzene; 1: Swern oxidation / 2: Wittig reaction / 3: Reduction;
DOI:10.1016/S0957-4166(00)00135-X