(2R,3R,5R)-2-((R)-3-Benzyloxy-2-methyl-propyl)-5-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-furan-3-ol

Base Information

Chemical Name:(2R,3R,5R)-2-((R)-3-Benzyloxy-2-methyl-propyl)-5-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-furan-3-ol
CAS No.:799296-72-3
Molecular Formula:C₃₂H₄₂O₄Si
Molecular Weight:518.769
Hs Code.:

Synonyms:(2R,3R,5R)-2-((R)-3-Benzyloxy-2-methyl-propyl)-5-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-furan-3-ol

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Chemical Property of (2R,3R,5R)-2-((R)-3-Benzyloxy-2-methyl-propyl)-5-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-furan-3-ol

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Technology Process of (2R,3R,5R)-2-((R)-3-Benzyloxy-2-methyl-propyl)-5-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-furan-3-ol

There total 1 articles about (2R,3R,5R)-2-((R)-3-Benzyloxy-2-methyl-propyl)-5-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-furan-3-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: 70.0%

: 58479-61-1
tert-butylchlorodiphenylsilane

: (2R,3R,5R)-2-((R)-3-Benzyloxy-2-methyl-propyl)-5-hydroxymethyl-tetrahydro-furan-3-ol

: 799296-72-3
(2R,3R,5R)-2-((R)-3-Benzyloxy-2-methyl-propyl)-5-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-furan-3-ol

Guidance literature:: With 1H-imidazole; In dichloromethane; at 20 ℃; for 12h;
DOI:10.1021/ol048581a

Reference yield: 86.0%

: 799296-72-3
(2R,3R,5R)-2-((R)-3-Benzyloxy-2-methyl-propyl)-5-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-furan-3-ol

: 799296-74-5
(2R,3R,5R)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-2-((R)-3-hydroxy-2-methyl-propyl)-tetrahydro-furan-3-ol

Guidance literature:: With hydrogen; palladium dihydroxide; In ethyl acetate; at 20 ℃; for 12h; under 760 Torr;
DOI:10.1021/ol048581a

Reference yield:

: 799296-72-3
(2R,3R,5R)-2-((R)-3-Benzyloxy-2-methyl-propyl)-5-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-furan-3-ol

: 799296-75-6
(R)-3-[(2R,3R,5R)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-3-triethylsilanyloxy-tetrahydro-furan-2-yl]-2-methyl-propionaldehyde

Guidance literature:: Multi-step reaction with 3 steps

1: 86 percent / H₂ / Pd(OH)2/C / ethyl acetate / 12 h / 20 °C / 760 Torr

2: 83 percent / imidazole; DMAP / CH₂Cl₂ / 24 h / 20 °C

3: 73 percent / DMSO; (COCl)2 / CH₂Cl₂ / -78 - -35 °C

With 1H-imidazole; dmap; oxalyl dichloride; hydrogen; dimethyl sulfoxide; palladium dihydroxide; In dichloromethane; ethyl acetate; 3: Swern oxidation;
DOI:10.1021/ol048581a