cis-1',3'-O-benzylidene-2'-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)glycerol

Base Information

Chemical Name:cis-1',3'-O-benzylidene-2'-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)glycerol
CAS No.:951026-36-1
Molecular Formula:C₄₄H₄₆O₈
Molecular Weight:702.844
Hs Code.:

Synonyms:cis-1',3'-O-benzylidene-2'-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)glycerol

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Chemical Property of cis-1',3'-O-benzylidene-2'-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)glycerol

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Technology Process of cis-1',3'-O-benzylidene-2'-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)glycerol

There total 4 articles about cis-1',3'-O-benzylidene-2'-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)glycerol 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: 65.0%

: 132748-02-8
O-(2,3,4,6-tetra-O-benzyl-α,β-D-galactopyranosyl)trichloroacetimidate

: 1708-40-3,4141-19-9,4141-20-2
cis-5-hydroxyl-2-phenyl-1,3-dioxane

: 951026-36-1
cis-1',3'-O-benzylidene-2'-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)glycerol

: C₄₄H₄₆O₈

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; In dichloromethane; toluene; at 20 ℃; for 0.5h;
DOI:10.1055/s-2007-984499

Reference yield:

: 100-39-0
benzyl bromide

: 951026-36-1
cis-1',3'-O-benzylidene-2'-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)glycerol

Guidance literature:: Multi-step reaction with 3 steps

1.1: 85 percent / sodium hydride / dimethylformamide / 2 h / 20 °C

2.1: ceric ammonium nitrate / toluene; acetonitrile; H₂O / 0.33 h / 20 °C

2.2: 58 percent / 1,8-diazabicyclo[5.4.0]undec-7-ene / CH₂Cl₂; toluene; acetonitrile / 0.5 h / 20 °C

3.1: 65 percent / molecular sieves 4 Angstroem; trimethylsilyl trifluoromethanesulfonate / CH₂Cl₂; toluene / 0.5 h / 20 °C

With ammonium cerium(IV) nitrate; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; sodium hydride; In dichloromethane; water; N,N-dimethyl-formamide; toluene; acetonitrile;
DOI:10.1055/s-2007-984499

Reference yield:

: 3150-20-7,6032-32-2,28541-75-5,85481-53-4,89731-58-8,109121-56-4,121468-39-1,12167-34-9
4-methoxyphenyl β-D-galactopyranoside

: 951026-36-1
cis-1',3'-O-benzylidene-2'-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)glycerol

Guidance literature:: Multi-step reaction with 3 steps

1.1: 85 percent / sodium hydride / dimethylformamide / 2 h / 20 °C

2.1: ceric ammonium nitrate / toluene; acetonitrile; H₂O / 0.33 h / 20 °C

2.2: 58 percent / 1,8-diazabicyclo[5.4.0]undec-7-ene / CH₂Cl₂; toluene; acetonitrile / 0.5 h / 20 °C

3.1: 65 percent / molecular sieves 4 Angstroem; trimethylsilyl trifluoromethanesulfonate / CH₂Cl₂; toluene / 0.5 h / 20 °C

With ammonium cerium(IV) nitrate; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; sodium hydride; In dichloromethane; water; N,N-dimethyl-formamide; toluene; acetonitrile;
DOI:10.1055/s-2007-984499