(2R,3R,5S)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-2-((R)-2-methyl-3-triethylsilanyloxy-propyl)-3-triethylsilanyloxy-tetrahydro-furan

Base Information

Chemical Name:(2R,3R,5S)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-2-((R)-2-methyl-3-triethylsilanyloxy-propyl)-3-triethylsilanyloxy-tetrahydro-furan
CAS No.:947392-68-9
Molecular Formula:C₃₇H₆₄O₄Si₃
Molecular Weight:657.169
Hs Code.:

Synonyms:(2R,3R,5S)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-2-((R)-2-methyl-3-triethylsilanyloxy-propyl)-3-triethylsilanyloxy-tetrahydro-furan

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Chemical Property of (2R,3R,5S)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-2-((R)-2-methyl-3-triethylsilanyloxy-propyl)-3-triethylsilanyloxy-tetrahydro-furan

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Technology Process of (2R,3R,5S)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-2-((R)-2-methyl-3-triethylsilanyloxy-propyl)-3-triethylsilanyloxy-tetrahydro-furan

There total 1 articles about (2R,3R,5S)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-2-((R)-2-methyl-3-triethylsilanyloxy-propyl)-3-triethylsilanyloxy-tetrahydro-furan 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:

: (R)-3-[(2R,3R,5S)-3-(tert-Butyl-dimethyl-silanyloxy)-5-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-2-methyl-propan-1-ol

: 947392-68-9
(2R,3R,5S)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-2-((R)-2-methyl-3-triethylsilanyloxy-propyl)-3-triethylsilanyloxy-tetrahydro-furan

Guidance literature:: Multi-step reaction with 2 steps

1: 75 percent / TMSOTf / CH₂Cl₂ / 3 h / -30 °C

2: 100 percent / imidazole / CH₂Cl₂ / 1 h / 25 °C

With 1H-imidazole; trimethylsilyl trifluoromethanesulfonate; In dichloromethane;
DOI:10.1002/anie.200600295

Reference yield: 97.0%

: 947392-68-9
(2R,3R,5S)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-2-((R)-2-methyl-3-triethylsilanyloxy-propyl)-3-triethylsilanyloxy-tetrahydro-furan

: 891845-62-8
(R)-3-[(2R,3R,5S)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-3-triethylsilanyloxy-tetrahydro-furan-2-yl]-2-methyl-propionaldehyde

Guidance literature:: With oxalyl dichloride; dimethyl sulfoxide; triethylamine; In dichloromethane; at -78 - 0 ℃; Swern oxidation;
DOI:10.1002/anie.200600295

Reference yield:

: 947392-68-9
(2R,3R,5S)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-2-((R)-2-methyl-3-triethylsilanyloxy-propyl)-3-triethylsilanyloxy-tetrahydro-furan

: 891845-79-7
(R)-1-[(2R,3R,5S)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-3-triethylsilanyloxy-tetrahydro-furan-2-yl]-5-{2-[(Z)-3-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-allyl]-[1,3]dioxolan-2-yl}-2-methyl-pentan-3-one

Guidance literature:: Multi-step reaction with 3 steps

1.1: 97 percent / (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -78 - 0 °C / Swern oxidation

2.1: tBuLi / diethyl ether / 1 h / -78 °C

2.2: nBuLi / diethyl ether / 0.5 h

3.1: Dess-Martin periodinane; NaHCO₃ / CH₂Cl₂ / 1 h / 25 °C

With oxalyl dichloride; tert.-butyl lithium; sodium hydrogencarbonate; Dess-Martin periodane; dimethyl sulfoxide; triethylamine; In diethyl ether; dichloromethane;
DOI:10.1002/anie.200600295