2-Deoxy-3,5-bis-O-[(1,1-diMethylethyl)diMethylsilyl]-2,2-difluoro-L-erythro-pentonic acid γ-lactone

Base Information

Chemical Name:2-Deoxy-3,5-bis-O-[(1,1-diMethylethyl)diMethylsilyl]-2,2-difluoro-L-erythro-pentonic acid γ-lactone
CAS No.:166275-26-9
Molecular Formula:C17H34F2O4Si2
Molecular Weight:396.62
Hs Code.:
Mol file:166275-26-9.mol

Synonyms:2-Deoxy-3,5-bis-O-[(1,1-diMethylethyl)diMethylsilyl]-2,2-difluoro-L-erythro-pentonic acid γ-lactone;(4S,5S)-4-((TERT-BUTYLDIMETHYLSILYL)OXY)-5-(((TERT-BUTYLDIMETHYLSILYL)OXY)METHYL)-3,3-DIFLUORODIHYDROFURAN-2(3H)-ONE

Suppliers and Price of 2-Deoxy-3,5-bis-O-[(1,1-diMethylethyl)diMethylsilyl]-2,2-difluoro-L-erythro-pentonic acid γ-lactone

Supply Marketing:

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

Total 3 raw suppliers

Chemical Property of 2-Deoxy-3,5-bis-O-[(1,1-diMethylethyl)diMethylsilyl]-2,2-difluoro-L-erythro-pentonic acid γ-lactone

Chemical Property:

Boiling Point:369.1±42.0 °C(Predicted)
PSA：44.76000
Density:1.02±0.1 g/cm3(Predicted)
LogP:4.95930

Purity/Quality:: 99% ^*data from raw suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Technology Process of 2-Deoxy-3,5-bis-O-[(1,1-diMethylethyl)diMethylsilyl]-2,2-difluoro-L-erythro-pentonic acid γ-lactone

There total 2 articles about 2-Deoxy-3,5-bis-O-[(1,1-diMethylethyl)diMethylsilyl]-2,2-difluoro-L-erythro-pentonic acid γ-lactone 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: 54.0%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 166275-25-8
(4S,5S)-3,3-Difluoro-4-hydroxy-5-hydroxymethyl-dihydro-furan-2-one

: 166275-26-9
(4S,5S)-4-(tert-Butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-3,3-difluoro-dihydro-furan-2-one

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; at 40 ℃; for 16h;
DOI:10.1021/jm970275y

Reference yield:

: 166376-98-3,166376-97-2
(R)-3-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-2,2-difluoro-3-hydroxy-propionic acid ethyl ester

: 166275-26-9
(4S,5S)-4-(tert-Butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-3,3-difluoro-dihydro-furan-2-one

Guidance literature:: Multi-step reaction with 2 steps

1: Dowex-50 (H⁺) resin, H₂O / methanol / 120 h

2: 54 percent / imidazole / dimethylformamide / 16 h / 40 °C

With 1H-imidazole; Dowex-50 (H⁺) resin; water; In methanol; N,N-dimethyl-formamide;
DOI:10.1021/jm970275y

Reference yield:

: 166275-26-9
(4S,5S)-4-(tert-Butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-3,3-difluoro-dihydro-furan-2-one

: 103882-85-5
gemcitabine

Guidance literature:: Multi-step reaction with 4 steps

1: 96 percent / DIBAL-H / toluene; cyclohexane / 2 h / -65 °C

2: 84 percent / Et₃N / CH₂Cl₂ / 3 h / Ambient temperature

3: 54 percent / NaI / acetonitrile / 16 h / Heating

4: 1.) NaOMe, 2.) n-Bu₄NF / 1.) 2 h, 2.) THF, RT, 1 h

With tetrabutyl ammonium fluoride; sodium methylate; diisobutylaluminium hydride; triethylamine; sodium iodide; In dichloromethane; cyclohexane; toluene; acetonitrile;
DOI:10.1021/jm970275y