(2R,3R,4R,5S)-3,4,5-Tris-benzyloxy-6-(tert-butyl-dimethyl-silanyloxy)-1-trityloxy-hexan-2-ol

Base Information

Chemical Name:(2R,3R,4R,5S)-3,4,5-Tris-benzyloxy-6-(tert-butyl-dimethyl-silanyloxy)-1-trityloxy-hexan-2-ol
CAS No.:225376-34-1
Molecular Formula:C₅₂H₆₀O₆Si
Molecular Weight:809.13
Hs Code.:

Synonyms:(2R,3R,4R,5S)-3,4,5-Tris-benzyloxy-6-(tert-butyl-dimethyl-silanyloxy)-1-trityloxy-hexan-2-ol

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Chemical Property of (2R,3R,4R,5S)-3,4,5-Tris-benzyloxy-6-(tert-butyl-dimethyl-silanyloxy)-1-trityloxy-hexan-2-ol

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Technology Process of (2R,3R,4R,5S)-3,4,5-Tris-benzyloxy-6-(tert-butyl-dimethyl-silanyloxy)-1-trityloxy-hexan-2-ol

There total 9 articles about (2R,3R,4R,5S)-3,4,5-Tris-benzyloxy-6-(tert-butyl-dimethyl-silanyloxy)-1-trityloxy-hexan-2-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: 95.0%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 225376-26-1
2,3,4-tri-O-benzyl-6-O-trityl-D-glucitol

: 225376-34-1
(2R,3R,4R,5S)-3,4,5-Tris-benzyloxy-6-(tert-butyl-dimethyl-silanyloxy)-1-trityloxy-hexan-2-ol

Guidance literature:: With dmap; triethylamine; In dichloromethane; for 16h; Ambient temperature;
DOI:10.1021/jo990086i

Reference yield:

: 2,3,4-tri-O-benzyl-6-O-trityl-D-glucopyranose

: 225376-34-1
(2R,3R,4R,5S)-3,4,5-Tris-benzyloxy-6-(tert-butyl-dimethyl-silanyloxy)-1-trityloxy-hexan-2-ol

Guidance literature:: Multi-step reaction with 2 steps

1: 95 percent / LiAlH₄ / tetrahydrofuran / 4 h / 0 °C

2: 95 percent / Et₃N, DMAP / CH₂Cl₂ / 16 h / Ambient temperature

With dmap; lithium aluminium tetrahydride; triethylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo990086i

Reference yield:

: 100-44-7
benzyl chloride

: 225376-34-1
(2R,3R,4R,5S)-3,4,5-Tris-benzyloxy-6-(tert-butyl-dimethyl-silanyloxy)-1-trityloxy-hexan-2-ol

Guidance literature:: Multi-step reaction with 4 steps

1: 87 percent / NaOH / 36 h / 120 °C

2: 1.) t-BuOK, 2.) HgO, HgCl₂ / 1.) DMSO, 100 deg C, 1 h, 2.) Me₂CO, H₂O, 4 h

3: 95 percent / LiAlH₄ / tetrahydrofuran / 4 h / 0 °C

4: 95 percent / Et₃N, DMAP / CH₂Cl₂ / 16 h / Ambient temperature

With dmap; sodium hydroxide; lithium aluminium tetrahydride; potassium tert-butylate; triethylamine; mercury dichloride; mercury(II) oxide; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo990086i