(1R,2R,3S,4S,5S)-1-(tert-Butyldiphenyl)silyloxyMethyl-2,3-dioxy-O,O-isopropylidenebicyclo[3.1.0]hexan-4-ol

Base Information Edit

Chemical Name:(1R,2R,3S,4S,5S)-1-(tert-Butyldiphenyl)silyloxyMethyl-2,3-dioxy-O,O-isopropylidenebicyclo[3.1.0]hexan-4-ol
CAS No.:915694-38-1
Molecular Formula:C₂₆H₃₄O₄Si
Molecular Weight:438.639
Hs Code.:
Mol file:915694-38-1.mol

Synonyms:(3aR,3bR,4aS,5S,5aS)-3b-(((tert-butyldiphenylsilyl)oxy)methyl)-2,2-dimethylhexahydrocyclopropa[3,4]cyclopenta[1,2-d][1,3]dioxol-5-ol

Suppliers and Price of (1R,2R,3S,4S,5S)-1-(tert-Butyldiphenyl)silyloxyMethyl-2,3-dioxy-O,O-isopropylidenebicyclo[3.1.0]hexan-4-ol

Supply Marketing:Edit

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

TRC
(1R,2R,3S,4S,5S)-1-(tert-Butyldiphenyl)silyloxymethyl-2,3-dioxy-O,O-isopropylidenebicyclo[3.1.0]hexan-4-ol
100mg
$ 1320.00

Crysdot
(3aR,3bR,4aS,5S,5aS)-3b-(((tert-Butyldiphenylsilyl)oxy)methyl)-2,2-dimethylhexahydrocyclopropa[3,4]cyclopenta[1,2-d][1,3]dioxol-5-ol 95+%
1g
$ 1191.00

Total 6 raw suppliers

Chemical Property of (1R,2R,3S,4S,5S)-1-(tert-Butyldiphenyl)silyloxyMethyl-2,3-dioxy-O,O-isopropylidenebicyclo[3.1.0]hexan-4-ol Edit

Chemical Property:

Purity/Quality:

97% ^*data from raw suppliers

(1R,2R,3S,4S,5S)-1-(tert-Butyldiphenyl)silyloxymethyl-2,3-dioxy-O,O-isopropylidenebicyclo[3.1.0]hexan-4-ol ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Uses (1R,2R,3S,4S,5S)-1-(tert-Butyldiphenyl)silyloxymethyl-2,3-dioxy-O,O-isopropylidenebicyclo[3.1.0]hexan-4-ol have been used in the asymmetric synthesis of cyclopropyl-fused 2'-C-methylcarbanucleosides as potential anti-HCV agents.

Technology Process of (1R,2R,3S,4S,5S)-1-(tert-Butyldiphenyl)silyloxyMethyl-2,3-dioxy-O,O-isopropylidenebicyclo[3.1.0]hexan-4-ol

There total 14 articles about (1R,2R,3S,4S,5S)-1-(tert-Butyldiphenyl)silyloxyMethyl-2,3-dioxy-O,O-isopropylidenebicyclo[3.1.0]hexan-4-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: 84.0%

: 75-11-6
diiodomethane

: 303963-93-1
(3aS,4S,6aR)-6-(((tert-butyldiphenylsilyl)oxy)methyl)-2,2-dimethyl-3a,6a-dihydro-4H-cyclopenta[d][1,3]dioxol-4-ol

: 915694-38-1
(3aR,3bR,4aS,5S,5aS)-3b-(((tert-butyldiphenylsilyl)oxy)methyl)-2,2-dimethylhexahydrocyclopropa[3,4]cyclopenta[1,2-d][1,3]dioxol-5-ol

Guidance literature:: (3aS,4S,6aR)-6-(((tert-butyldiphenylsilyl)oxy)methyl)-2,2-dimethyl-4,6a-dihydro-3aH-cyclopenta[d][1,3]dioxol-4-ol; With diethylzinc; In hexane; dichloromethane; at -18 ℃; for 0.25h; Inert atmosphere;

diiodomethane; In hexane; dichloromethane; at -18 - 20 ℃; stereoselective reaction; Inert atmosphere;
DOI:10.1002/chem.200802629

Reference yield:

: 303963-92-0
(3aR,6aR)-6-(((tert-butyldiphenylsilyl)oxy)methyl)-2,2-dimethyl-3a,6a-dihydro-4H-cyclopenta[d][1,3]dioxol-4-one

: 915694-38-1
(3aR,3bR,4aS,5S,5aS)-3b-(((tert-butyldiphenylsilyl)oxy)methyl)-2,2-dimethylhexahydrocyclopropa[3,4]cyclopenta[1,2-d][1,3]dioxol-5-ol

Guidance literature:: Multi-step reaction with 2 steps

1.1: 84 percent / NaBH₄; CeCl₃*7H₂O / methanol / 0.5 h / 0 °C

2.1: Et₂Zn / CH₂Cl₂; hexane / 0.5 h / 0 °C

2.2: 81 percent / CH₂Cl₂; hexane / 6.5 h / 0 - 20 °C

With sodium tetrahydroborate; cerium(III) chloride; diethylzinc; In methanol; hexane; dichloromethane; 2.2: Simmons-Smith cyclopropanation;
DOI:10.1021/ol061959f