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

Base Information

Chemical Name:2,3,3’,4,4’-penta-O-benzyl-6-O-(2-tert-butoxy-2-oxoethyl)-6’-O-tert-butyldiphenylsilyl-1’-O-(prop-2-en-1-yl)sucrose
CAS No.:1632073-48-3
Molecular Formula:C₇₂H₈₄O₁₃Si
Molecular Weight:1185.54
Hs Code.:

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

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

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

There total 1 articles about 2,3,3’,4,4’-penta-O-benzyl-6-O-(2-tert-butoxy-2-oxoethyl)-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: 71.0%

: 1632073-40-5
2,3,3’,4,4’penta-O-benzyl-6-O-(2-tert-butoxy-2-oxoethyl)-6’-O-tert-butyldiphenylsilylsucrose

: 106-95-6
allyl bromide

: 1632073-48-3
2,3,3’,4,4’-penta-O-benzyl-6-O-(2-tert-butoxy-2-oxoethyl)-6’-O-tert-butyldiphenylsilyl-1’-O-(prop-2-en-1-yl)sucrose

Guidance literature:: With tetrabutylammomium bromide; sodium hydroxide; In toluene; at 20 ℃; for 8h;
DOI:10.1055/s-0033-1340180

Reference yield: 90.0%

: 1632073-48-3
2,3,3’,4,4’-penta-O-benzyl-6-O-(2-tert-butoxy-2-oxoethyl)-6’-O-tert-butyldiphenylsilyl-1’-O-(prop-2-en-1-yl)sucrose

: 1632073-49-4
2,3,3’,4,4’-penta-O-benzyl-6-O-(2-tert-butoxy-2-oxoethyl)-1’-O-(prop-2-en-1-yl)sucrose

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; for 12h;
DOI:10.1055/s-0033-1340180

Reference yield:

: 1632073-48-3
2,3,3’,4,4’-penta-O-benzyl-6-O-(2-tert-butoxy-2-oxoethyl)-6’-O-tert-butyldiphenylsilyl-1’-O-(prop-2-en-1-yl)sucrose

: 2,3,3’,4,4’-penta-O-benzyl-6,6’-bis-O-(2-methylsulfonyloxyethyl)-1’-O-(prop-2-en-1-yl)sucrose

Guidance literature:: Multi-step reaction with 4 steps

1: tetrabutyl ammonium fluoride / tetrahydrofuran / 12 h

2: tetrabutylammomium bromide; sodium hydroxide / toluene / 10 h / 45 °C

3: lithium aluminium tetrahydride / tetrahydrofuran / 2.5 h / -78 - 20 °C

4: N-ethyl-N,N-diisopropylamine; dmap / dichloromethane / 2 h / -78 - 20 °C

With dmap; lithium aluminium tetrahydride; tetrabutyl ammonium fluoride; tetrabutylammomium bromide; N-ethyl-N,N-diisopropylamine; sodium hydroxide; In tetrahydrofuran; dichloromethane; toluene;
DOI:10.1055/s-0033-1340180