allyl 2-O-acetyl-3-O-benzyl-4-O-(2,3-di-O-benzyl-4,6-O-benzylidene-α-D-galactopyranosyl)-β-D-glucopyranoside

Base Information

Chemical Name:allyl 2-O-acetyl-3-O-benzyl-4-O-(2,3-di-O-benzyl-4,6-O-benzylidene-α-D-galactopyranosyl)-β-D-glucopyranoside
CAS No.:150969-34-9
Molecular Formula:C₄₅H₅₀O₁₂
Molecular Weight:782.885
Hs Code.:

Synonyms:allyl 2-O-acetyl-3-O-benzyl-4-O-(2,3-di-O-benzyl-4,6-O-benzylidene-α-D-galactopyranosyl)-β-D-glucopyranoside

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of allyl 2-O-acetyl-3-O-benzyl-4-O-(2,3-di-O-benzyl-4,6-O-benzylidene-α-D-galactopyranosyl)-β-D-glucopyranoside

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Technology Process of allyl 2-O-acetyl-3-O-benzyl-4-O-(2,3-di-O-benzyl-4,6-O-benzylidene-α-D-galactopyranosyl)-β-D-glucopyranoside

There total 10 articles about allyl 2-O-acetyl-3-O-benzyl-4-O-(2,3-di-O-benzyl-4,6-O-benzylidene-α-D-galactopyranosyl)-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: 76.0%

: 150969-33-8
allyl 2-O-acetyl-3-O-benzyl-4-O-(2,3-di-O-benzyl-4,6-O-benzylidene-α-D-galactopyranosyl)-6-O-trityl-β-D-glucopyranoside

: 150969-34-9
allyl 2-O-acetyl-3-O-benzyl-4-O-(2,3-di-O-benzyl-4,6-O-benzylidene-α-D-galactopyranosyl)-β-D-glucopyranoside

Guidance literature:: With perchloric acid; In dichloromethane;
DOI:10.1016/S0040-4020(01)82378-4

Reference yield:

: 71925-96-7
allyl-2,3-di-O-benzyl-4,6-O-benzylidene-β-D-galactopyranoside

: 150969-34-9
allyl 2-O-acetyl-3-O-benzyl-4-O-(2,3-di-O-benzyl-4,6-O-benzylidene-α-D-galactopyranosyl)-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 1) t-BuOK, 2) HgO, HgCl₂ / 1) DMF, 80 deg C, 2 h, 2) acetone, H₂O, rt, 2 h

2: 96 percent / 1,8-diazabicyclo<5.4.0>undec-7-ene / CH₂Cl₂ / 2 h

3: 60 percent / mol sieves 4A, Me₃SiOSO₂CF₃ / CH₂Cl₂; diethyl ether / 16 h / -70 °C

4: 76 percent / 70percent aq. HClO₄ / CH₂Cl₂

With perchloric acid; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; potassium tert-butylate; 1,8-diazabicyclo[5.4.0]undec-7-ene; mercury dichloride; mercury(II) oxide; In diethyl ether; dichloromethane;
DOI:10.1016/S0040-4020(01)82378-4

Reference yield:

: 143419-08-3
allyl 2-O-acetyl-3-O-benzyl-β-D-glucopyranoside

: 150969-34-9
allyl 2-O-acetyl-3-O-benzyl-4-O-(2,3-di-O-benzyl-4,6-O-benzylidene-α-D-galactopyranosyl)-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 78 percent / pyridine / 20 h / 90 °C

2: 60 percent / mol sieves 4A, Me₃SiOSO₂CF₃ / CH₂Cl₂; diethyl ether / 16 h / -70 °C

3: 76 percent / 70percent aq. HClO₄ / CH₂Cl₂

With pyridine; perchloric acid; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; In diethyl ether; dichloromethane;
DOI:10.1016/S0040-4020(01)82378-4