(2R,3R,4R)-5-(tert-Butyl-dimethyl-silanyloxy)-1,3,4-tris-(4-methoxy-benzyloxy)-pentan-2-ol

Base Information

Chemical Name:(2R,3R,4R)-5-(tert-Butyl-dimethyl-silanyloxy)-1,3,4-tris-(4-methoxy-benzyloxy)-pentan-2-ol
CAS No.:331626-81-4
Molecular Formula:C₃₅H₅₀O₈Si
Molecular Weight:626.863
Hs Code.:

Synonyms:(2R,3R,4R)-5-(tert-Butyl-dimethyl-silanyloxy)-1,3,4-tris-(4-methoxy-benzyloxy)-pentan-2-ol

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Chemical Property of (2R,3R,4R)-5-(tert-Butyl-dimethyl-silanyloxy)-1,3,4-tris-(4-methoxy-benzyloxy)-pentan-2-ol

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Technology Process of (2R,3R,4R)-5-(tert-Butyl-dimethyl-silanyloxy)-1,3,4-tris-(4-methoxy-benzyloxy)-pentan-2-ol

There total 5 articles about (2R,3R,4R)-5-(tert-Butyl-dimethyl-silanyloxy)-1,3,4-tris-(4-methoxy-benzyloxy)-pentan-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: 93.0%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 331626-43-8
(2R,3R,4R)-2,3,5-Tris-(4-methoxy-benzyloxy)-pentane-1,4-diol

: 331626-81-4
(2R,3R,4R)-5-(tert-Butyl-dimethyl-silanyloxy)-1,3,4-tris-(4-methoxy-benzyloxy)-pentan-2-ol

Guidance literature:: With triethylamine; In dichloromethane; at 20 ℃; for 20h;
DOI:10.1021/ja0057272

Reference yield:

: 532-20-7,613-83-2,7261-25-8,7687-39-0,13221-22-2,14795-83-6,15761-67-8,20074-49-1,25545-03-3,25545-04-4,32445-75-3,34436-17-4,36441-93-7,36468-53-8,37110-85-3,37388-49-1,38029-69-5,40461-77-6,40461-89-0,41546-19-4,41546-20-7,41546-21-8,41546-26-3,41546-29-6,41546-30-9,41546-31-0,126872-16-0,131064-98-7
D-arabinofuranose

: 331626-81-4
(2R,3R,4R)-5-(tert-Butyl-dimethyl-silanyloxy)-1,3,4-tris-(4-methoxy-benzyloxy)-pentan-2-ol

Guidance literature:: Multi-step reaction with 5 steps

1: H₂SO₄ / dimethylformamide / 90 °C

2: Bu₄NBr; KOH / tetrahydrofuran; H₂O / 90 °C

3: 95 percent / DIBAL; NiCl₂(dppp) / diethyl ether / 20 °C

4: LiAlH₄ / tetrahydrofuran / 20 °C

5: 93 percent / triethylamine / CH₂Cl₂ / 20 h / 20 °C

With potassium hydroxide; lithium aluminium tetrahydride; 1,3-bis[(diphenylphosphino)propane]dichloronickel(II); tetrabutylammomium bromide; diisobutylaluminium hydride; triethylamine; sulfuric acid; In tetrahydrofuran; diethyl ether; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/ja0057272

Reference yield:

: 773896-71-2
allyl arabinofuranoside

: 331626-81-4
(2R,3R,4R)-5-(tert-Butyl-dimethyl-silanyloxy)-1,3,4-tris-(4-methoxy-benzyloxy)-pentan-2-ol

Guidance literature:: Multi-step reaction with 4 steps

1: Bu₄NBr; KOH / tetrahydrofuran; H₂O / 90 °C

2: 95 percent / DIBAL; NiCl₂(dppp) / diethyl ether / 20 °C

3: LiAlH₄ / tetrahydrofuran / 20 °C

4: 93 percent / triethylamine / CH₂Cl₂ / 20 h / 20 °C

With potassium hydroxide; lithium aluminium tetrahydride; 1,3-bis[(diphenylphosphino)propane]dichloronickel(II); tetrabutylammomium bromide; diisobutylaluminium hydride; triethylamine; In tetrahydrofuran; diethyl ether; dichloromethane; water;
DOI:10.1021/ja0057272