tert-butyldimethylsilyl 3-O-allyloxycarbonyl-2-azido-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside

Base Information

Chemical Name:tert-butyldimethylsilyl 3-O-allyloxycarbonyl-2-azido-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside
CAS No.:937394-20-2
Molecular Formula:C₂₃H₃₃N₃O₇Si
Molecular Weight:491.616
Hs Code.:

Synonyms:tert-butyldimethylsilyl 3-O-allyloxycarbonyl-2-azido-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside

Suppliers and Price of tert-butyldimethylsilyl 3-O-allyloxycarbonyl-2-azido-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside

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 tert-butyldimethylsilyl 3-O-allyloxycarbonyl-2-azido-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of tert-butyldimethylsilyl 3-O-allyloxycarbonyl-2-azido-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside

There total 1 articles about tert-butyldimethylsilyl 3-O-allyloxycarbonyl-2-azido-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside 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: 88.0%

: 138923-10-1
2-azido-4,6-O-benzylidene-2-deoxyl-1-O-tert-butyldimethylsilyl-β-D-glucopyranoside

: 2937-50-0
Allyl chloroformate

: 937394-20-2
tert-butyldimethylsilyl 3-O-allyloxycarbonyl-2-azido-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside

Guidance literature:: With N,N,N,N,-tetramethylethylenediamine; In dichloromethane; at 20 ℃; for 10h;
DOI:10.1021/ja068922a

Reference yield: 88.0%

: 937394-20-2
tert-butyldimethylsilyl 3-O-allyloxycarbonyl-2-azido-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside

: 937394-22-4
tert-butyldimethylsilyl 3-O-allyloxycarbonyl-2-azido-6-O-benzyl-2-deoxy-β-D-glucopyranoside

Guidance literature:: With hydrogenchloride; sodium cyanoborohydride; In tetrahydrofuran; diethyl ether; at 20 ℃; for 0.5h; pH=5;
DOI:10.1021/ja068922a

Reference yield:

: 937394-20-2
tert-butyldimethylsilyl 3-O-allyloxycarbonyl-2-azido-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside

: 937394-24-6
t-butyldimethylsilyl 3-O-allyloxycarbonyl-6-O-benzyl-2-deoxy-4-O-(1,5-dihydro-3-oxo-3λ⁵-3H-2,4,3-benzodioxaphosphepin-3yl)-2-(9-fluorenylmethoxycarbonylamino)-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1.1: 88 percent / HCl; NaCNBH₄ / tetrahydrofuran; diethyl ether / 0.5 h / 20 °C / pH 5

2.1: 1H-tetrazole / CH₂Cl₂ / 0.25 h / 20 °C

2.2: 89 percent / m-chloroperoxybenzoic acid / CH₂Cl₂ / 0.33 h / -20 °C

3.1: acetic acid; zinc / CH₂Cl₂ / 2 h / 20 °C

4.1: 1.45 g / N,N-diisopropylethylamine / CH₂Cl₂ / 5 h / 0 - 20 °C

With 1H-tetrazole; hydrogenchloride; sodium cyanoborohydride; acetic acid; N-ethyl-N,N-diisopropylamine; zinc; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1021/ja068922a