6-azido-6-deoxy-2,3,3’,4,4’-penta-O-benzyl-6’-O-tert-butyldiphenylsilyl-1’-O-(prop-2-en-1-yl)sucrose

Base Information

Chemical Name:6-azido-6-deoxy-2,3,3’,4,4’-penta-O-benzyl-6’-O-tert-butyldiphenylsilyl-1’-O-(prop-2-en-1-yl)sucrose
CAS No.:1632073-38-1
Molecular Formula:C₆₆H₇₃N₃O₁₀Si
Molecular Weight:1096.41
Hs Code.:

Synonyms:6-azido-6-deoxy-2,3,3’,4,4’-penta-O-benzyl-6’-O-tert-butyldiphenylsilyl-1’-O-(prop-2-en-1-yl)sucrose

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Chemical Property of 6-azido-6-deoxy-2,3,3’,4,4’-penta-O-benzyl-6’-O-tert-butyldiphenylsilyl-1’-O-(prop-2-en-1-yl)sucrose

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Technology Process of 6-azido-6-deoxy-2,3,3’,4,4’-penta-O-benzyl-6’-O-tert-butyldiphenylsilyl-1’-O-(prop-2-en-1-yl)sucrose

There total 3 articles about 6-azido-6-deoxy-2,3,3’,4,4’-penta-O-benzyl-6’-O-tert-butyldiphenylsilyl-1’-O-(prop-2-en-1-yl)sucrose 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: 75.0%

: 1632073-37-0
6-azido-6-deoxy-2,3,3’,4,4’-Penta-O-benzyl-6’-O-tert-butyldiphenylsilylsucrose

: 106-95-6
allyl bromide

: 1632073-38-1
6-azido-6-deoxy-2,3,3’,4,4’-penta-O-benzyl-6’-O-tert-butyldiphenylsilyl-1’-O-(prop-2-en-1-yl)sucrose

Guidance literature:: With tetrabutylammomium bromide; sodium hydroxide; In water; toluene; at 20 ℃; for 10h;
DOI:10.1055/s-0033-1340180

Reference yield:

: 1632073-34-7
2,3,3’,4,4’-penta-O-benzyl-6’-O-tert-butyldiphenylsilyl-6-O-deoxy-6-iodosucrose

: 1632073-38-1
6-azido-6-deoxy-2,3,3’,4,4’-penta-O-benzyl-6’-O-tert-butyldiphenylsilyl-1’-O-(prop-2-en-1-yl)sucrose

Guidance literature:: Multi-step reaction with 2 steps

1: tetrabutylammomium bromide; sodium azide / N,N-dimethyl-formamide / 2 h / 80 °C

2: tetrabutylammomium bromide; sodium hydroxide / toluene; water / 10 h / 20 °C

With sodium azide; tetrabutylammomium bromide; sodium hydroxide; In water; N,N-dimethyl-formamide; toluene;
DOI:10.1055/s-0033-1340180

Reference yield:

: 1326706-59-5
6'-O-(tert-butyldiphenyl)silyl-2,3,3',4,4'-penta-O-benzylsucrose

: 1632073-38-1
6-azido-6-deoxy-2,3,3’,4,4’-penta-O-benzyl-6’-O-tert-butyldiphenylsilyl-1’-O-(prop-2-en-1-yl)sucrose

Guidance literature:: Multi-step reaction with 3 steps

1.1: triphenylphosphine / toluene / 0.33 h / Reflux

1.2: 2 h / Reflux

2.1: tetrabutylammomium bromide; sodium azide / N,N-dimethyl-formamide / 2 h / 80 °C

3.1: tetrabutylammomium bromide; sodium hydroxide / toluene; water / 10 h / 20 °C

With sodium azide; tetrabutylammomium bromide; triphenylphosphine; sodium hydroxide; In water; N,N-dimethyl-formamide; toluene;
DOI:10.1055/s-0033-1340180