3-C-(2-benzyloxyethyl)-6-O-(tert-butyldimethylsilyl)-3,5-dideoxy-1,2-O-isopropylidene-5-methylene-α-D-ribo-hexofuranose

Base Information

Chemical Name:3-C-(2-benzyloxyethyl)-6-O-(tert-butyldimethylsilyl)-3,5-dideoxy-1,2-O-isopropylidene-5-methylene-α-D-ribo-hexofuranose
CAS No.:108470-17-3
Molecular Formula:C₂₅H₄₀O₅Si
Molecular Weight:448.675
Hs Code.:

Synonyms:3-C-(2-benzyloxyethyl)-6-O-(tert-butyldimethylsilyl)-3,5-dideoxy-1,2-O-isopropylidene-5-methylene-α-D-ribo-hexofuranose

Suppliers and Price of 3-C-(2-benzyloxyethyl)-6-O-(tert-butyldimethylsilyl)-3,5-dideoxy-1,2-O-isopropylidene-5-methylene-α-D-ribo-hexofuranose

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 0 raw suppliers

Chemical Property of 3-C-(2-benzyloxyethyl)-6-O-(tert-butyldimethylsilyl)-3,5-dideoxy-1,2-O-isopropylidene-5-methylene-α-D-ribo-hexofuranose

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of 3-C-(2-benzyloxyethyl)-6-O-(tert-butyldimethylsilyl)-3,5-dideoxy-1,2-O-isopropylidene-5-methylene-α-D-ribo-hexofuranose

There total 6 articles about 3-C-(2-benzyloxyethyl)-6-O-(tert-butyldimethylsilyl)-3,5-dideoxy-1,2-O-isopropylidene-5-methylene-α-D-ribo-hexofuranose 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%

: 1779-49-3
Methyltriphenylphosphonium bromide

: 113918-90-4
1-[(3aR,5S,6S,6aR)-6-(2-Benzyloxy-ethyl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl]-2-(tert-butyl-dimethyl-silanyloxy)-ethanone

: 108470-17-3
3-C-(2-benzyloxyethyl)-6-O-(tert-butyldimethylsilyl)-3,5-dideoxy-1,2-O-isopropylidene-5-methylene-α-D-ribo-hexofuranose

Guidance literature:: With n-butyllithium; In tetrahydrofuran; 1.) room temp., 1 h; 2.) room temp., 3 h;
DOI:10.1248/cpb.35.2209

Reference yield:

: 18427-19-5
1,2;5,6-di-O-isopropylidene-3-(2-hydroxyethyl)-α-D-allofuranoside

: 108470-17-3
3-C-(2-benzyloxyethyl)-6-O-(tert-butyldimethylsilyl)-3,5-dideoxy-1,2-O-isopropylidene-5-methylene-α-D-ribo-hexofuranose

Guidance literature:: Multi-step reaction with 5 steps

1: NaH / tetrahydrofuran; dimethylsulfoxide / 4 h / Ambient temperature

2: 2percent H₂SO₄ / methanol / 40 h / Ambient temperature

3: imidazole / CH₂Cl₂ / 3 h / 0 °C

4: 1.) oxalyl chloride/DMSO 2.) Et₃N / 1.) CHCl₂, -70 deg C; 2.) CH₂Cl₂, -70 to 0 deg C

5: 84 percent / n-butyllithium / tetrahydrofuran / 1.) room temp., 1 h; 2.) room temp., 3 h

With 1H-imidazole; n-butyllithium; oxalyl dichloride; sulfuric acid; sodium hydride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; methanol; dichloromethane; dimethyl sulfoxide;
DOI:10.1248/cpb.35.2209

Reference yield:

: 113918-87-9
(3aR,5S,6R,6aR)-6-[2-(benzyloxy)ethyl]-2,2-dimethyl-5-[(R)-2,2-dimethyl-1,3-dioxolan-4-yl]tetrahydrofuro[2,3-d][1,3]dioxole

: 108470-17-3
3-C-(2-benzyloxyethyl)-6-O-(tert-butyldimethylsilyl)-3,5-dideoxy-1,2-O-isopropylidene-5-methylene-α-D-ribo-hexofuranose

Guidance literature:: Multi-step reaction with 4 steps

1: 2percent H₂SO₄ / methanol / 40 h / Ambient temperature

2: imidazole / CH₂Cl₂ / 3 h / 0 °C

3: 1.) oxalyl chloride/DMSO 2.) Et₃N / 1.) CHCl₂, -70 deg C; 2.) CH₂Cl₂, -70 to 0 deg C

4: 84 percent / n-butyllithium / tetrahydrofuran / 1.) room temp., 1 h; 2.) room temp., 3 h

With 1H-imidazole; n-butyllithium; oxalyl dichloride; sulfuric acid; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1248/cpb.35.2209