(S)-4-(tert-Butyl-diphenyl-silanyloxy)-3-((2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-butyric acid

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Chemical Name:(S)-4-(tert-Butyl-diphenyl-silanyloxy)-3-((2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-butyric acid
CAS No.:648433-10-7
Molecular Formula:C₄₇H₅₄O₉Si
Molecular Weight:791.026
Hs Code.:

Synonyms:(S)-4-(tert-Butyl-diphenyl-silanyloxy)-3-((2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-butyric acid

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Chemical Property of (S)-4-(tert-Butyl-diphenyl-silanyloxy)-3-((2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-butyric acid

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Technology Process of (S)-4-(tert-Butyl-diphenyl-silanyloxy)-3-((2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-butyric acid

There total 7 articles about (S)-4-(tert-Butyl-diphenyl-silanyloxy)-3-((2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-butyric acid 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: 83.0%

: (S)-4-(tert-Butyl-diphenyl-silanyloxy)-3-((2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-butyric acid methyl ester

: 648433-10-7
(S)-4-(tert-Butyl-diphenyl-silanyloxy)-3-((2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-butyric acid

Guidance literature:: With lithium hydroxide; In methanol; diethyl ether; water; for 1h; Heating;
DOI:10.1016/j.tetlet.2003.10.047

Reference yield:

: (1R,3S,8R,9R,10S,11R)-9,10,11-Tris-benzyloxy-3-(tert-butyl-diphenyl-silanyloxymethyl)-2,6,12-trioxa-bicyclo[6.3.1]dodecan-5-one

: 648433-10-7
(S)-4-(tert-Butyl-diphenyl-silanyloxy)-3-((2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-butyric acid

Guidance literature:: With lithium hydroxide; In methanol; diethyl ether; water; for 1h; Heating;
DOI:10.1016/j.tetlet.2003.10.047

Reference yield:

: 4356-77-8,35094-65-6,61277-56-3,65556-30-1,78185-13-4,78185-15-6,109958-31-8,109958-33-0,113532-02-8,59433-13-5
1,6-di-O-acetyl-2,3,4-tri-O-benzyl-D-glucopyranose

: 648433-10-7
(S)-4-(tert-Butyl-diphenyl-silanyloxy)-3-((2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-butyric acid

Guidance literature:: Multi-step reaction with 5 steps

1: 90 percent / benzylamine / 3 h / 20 °C

2: 75 percent / NaH / CH₂Cl₂ / 3 h / 20 °C

3: 85 percent / trimethylsilyl triflate / acetonitrile; CH₂Cl₂ / -50 - 20 °C

4: 86 percent / MeONa / methanol; CH₂Cl₂ / 3 h / 20 °C

5: 83 percent / LiOH / H₂O; methanol; diethyl ether / 1 h / Heating

With lithium hydroxide; trimethylsilyl trifluoromethanesulfonate; sodium methylate; sodium hydride; benzylamine; In methanol; diethyl ether; dichloromethane; water; acetonitrile;
DOI:10.1016/j.tetlet.2003.10.047