(2R,3R,4S,5R,6S)-2-(1-tert-butyldiphenylsilyl)oxymethyl-3,4,5-trihydroxy-6-decyltetrahydropyran

Base Information

Chemical Name:(2R,3R,4S,5R,6S)-2-(1-tert-butyldiphenylsilyl)oxymethyl-3,4,5-trihydroxy-6-decyltetrahydropyran
CAS No.:220772-65-6
Molecular Formula:C₃₂H₅₀O₅Si
Molecular Weight:542.832
Hs Code.:

Synonyms:(2R,3R,4S,5R,6S)-2-(1-tert-butyldiphenylsilyl)oxymethyl-3,4,5-trihydroxy-6-decyltetrahydropyran

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Chemical Property of (2R,3R,4S,5R,6S)-2-(1-tert-butyldiphenylsilyl)oxymethyl-3,4,5-trihydroxy-6-decyltetrahydropyran

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Technology Process of (2R,3R,4S,5R,6S)-2-(1-tert-butyldiphenylsilyl)oxymethyl-3,4,5-trihydroxy-6-decyltetrahydropyran

There total 13 articles about (2R,3R,4S,5R,6S)-2-(1-tert-butyldiphenylsilyl)oxymethyl-3,4,5-trihydroxy-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: 52.0%

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

: 454474-62-5
(2R,3R,4S,5R,6S)-2-hydroxymethyl-3,4,5-trihydroxy-6-decyltetrahydropyran

: 220772-65-6
(2R,3R,4S,5R,6S)-2-(1-tert-butyldiphenylsilyl)oxymethyl-3,4,5-trihydroxy-6-decyltetrahydropyran

Guidance literature:: With hydrogen; palladium on activated charcoal; In methanol; ethyl acetate; at 20 ℃; for 48h;
DOI:10.1021/jo020211h

Reference yield:

: 17049-50-2
n-decyl magnesium bromide

: 220772-65-6
(2R,3R,4S,5R,6S)-2-(1-tert-butyldiphenylsilyl)oxymethyl-3,4,5-trihydroxy-6-decyltetrahydropyran

Guidance literature:: Multi-step reaction with 4 steps

1: diethyl ether / 2.5 h / -78 °C

2: 1.17 g / triethylsilane; BF₃*Et₂O / CH₂Cl₂ / 3.5 h / -40 - -30 °C

3: hydrogen / 10percent Pd/C / methanol; ethyl acetate / 96 h / 20 °C

4: 10.4 g / imidazole / dimethylformamide / 18 h / 20 °C

With 1H-imidazole; triethylsilane; boron trifluoride diethyl etherate; hydrogen; 10percent Pd/C; In methanol; diethyl ether; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/jo020211h

Reference yield:

: 82598-84-3
2,3,4,6-tetra-O-benzyl-D-galactonolactone

: 220772-65-6
(2R,3R,4S,5R,6S)-2-(1-tert-butyldiphenylsilyl)oxymethyl-3,4,5-trihydroxy-6-decyltetrahydropyran

Guidance literature:: Multi-step reaction with 4 steps

1: diethyl ether / 2.5 h / -78 °C

2: 1.17 g / triethylsilane; BF₃*Et₂O / CH₂Cl₂ / 3.5 h / -40 - -30 °C

3: hydrogen / 10percent Pd/C / methanol; ethyl acetate / 96 h / 20 °C

4: 10.4 g / imidazole / dimethylformamide / 18 h / 20 °C

With 1H-imidazole; triethylsilane; boron trifluoride diethyl etherate; hydrogen; 10percent Pd/C; In methanol; diethyl ether; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/jo020211h