(2R,3R,4S,5R,6S)-3,4,5-tribenzyloxy-2-(1-tert-butyldiphenylsilyloxymethyl)-6-decyltetrahydropyran

Base Information

Chemical Name:(2R,3R,4S,5R,6S)-3,4,5-tribenzyloxy-2-(1-tert-butyldiphenylsilyloxymethyl)-6-decyltetrahydropyran
CAS No.:454474-61-4
Molecular Formula:C₅₃H₆₈O₅Si
Molecular Weight:813.205
Hs Code.:

Synonyms:(2R,3R,4S,5R,6S)-3,4,5-tribenzyloxy-2-(1-tert-butyldiphenylsilyloxymethyl)-6-decyltetrahydropyran

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Chemical Property of (2R,3R,4S,5R,6S)-3,4,5-tribenzyloxy-2-(1-tert-butyldiphenylsilyloxymethyl)-6-decyltetrahydropyran

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Technology Process of (2R,3R,4S,5R,6S)-3,4,5-tribenzyloxy-2-(1-tert-butyldiphenylsilyloxymethyl)-6-decyltetrahydropyran

There total 6 articles about (2R,3R,4S,5R,6S)-3,4,5-tribenzyloxy-2-(1-tert-butyldiphenylsilyloxymethyl)-6-decyltetrahydropyran 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:

: (2S,3R,4S,5S,6R)-3,4,5-Tris-benzyloxy-6-(tert-butyl-diphenyl-silanyloxymethyl)-2-decyl-tetrahydro-pyran-2-ol

: 454474-61-4
(2R,3R,4S,5R,6S)-3,4,5-tribenzyloxy-2-(1-tert-butyldiphenylsilyloxymethyl)-6-decyltetrahydropyran

Guidance literature:: With triethylsilane; boron trifluoride diethyl etherate; In dichloromethane; at -20 ℃; for 3.5h;
DOI:10.1021/jo020211h

Reference yield:

: 48229-09-0
2,3,4-tri-O-benzyl-D-galactopyranose

: 454474-61-4
(2R,3R,4S,5R,6S)-3,4,5-tribenzyloxy-2-(1-tert-butyldiphenylsilyloxymethyl)-6-decyltetrahydropyran

Guidance literature:: Multi-step reaction with 4 steps

1.1: 89 percent / imidazole / dimethylformamide / 28 h / 20 °C

2.1: oxalyl chloride / dimethylsulfoxide; CH₂Cl₂ / 0.5 h / -70 °C

2.2: triethylamine / dimethylsulfoxide; CH₂Cl₂ / -70 - 0 °C

3.1: diethyl ether / 2 h / -78 °C

4.1: 7.71 g / triethylsilane; BF₃*Et₂O / CH₂Cl₂ / 3.5 h / -20 °C

With 1H-imidazole; triethylsilane; oxalyl dichloride; boron trifluoride diethyl etherate; In diethyl ether; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1021/jo020211h

Reference yield:

: 17049-50-2
n-decyl magnesium bromide

: 454474-61-4
(2R,3R,4S,5R,6S)-3,4,5-tribenzyloxy-2-(1-tert-butyldiphenylsilyloxymethyl)-6-decyltetrahydropyran

Guidance literature:: Multi-step reaction with 2 steps

1: diethyl ether / 2 h / -78 °C

2: 7.71 g / triethylsilane; BF₃*Et₂O / CH₂Cl₂ / 3.5 h / -20 °C

With triethylsilane; boron trifluoride diethyl etherate; In diethyl ether; dichloromethane;
DOI:10.1021/jo020211h