methyl 4-O-acetyl-2,6-di-O-bennzyl-3-O-(tert-butyl 2-O-benzoyl-3-O-benzyl-4-O-p-methoxybenzyl-β-D-glucopyranosyluronate)-β-D-galactopyranoside

Base Information

Chemical Name:methyl 4-O-acetyl-2,6-di-O-bennzyl-3-O-(tert-butyl 2-O-benzoyl-3-O-benzyl-4-O-p-methoxybenzyl-β-D-glucopyranosyluronate)-β-D-galactopyranoside
CAS No.:151992-87-9
Molecular Formula:C₅₅H₆₂O₁₅
Molecular Weight:963.088
Hs Code.:

Synonyms:methyl 4-O-acetyl-2,6-di-O-bennzyl-3-O-(tert-butyl 2-O-benzoyl-3-O-benzyl-4-O-p-methoxybenzyl-β-D-glucopyranosyluronate)-β-D-galactopyranoside

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Chemical Property of methyl 4-O-acetyl-2,6-di-O-bennzyl-3-O-(tert-butyl 2-O-benzoyl-3-O-benzyl-4-O-p-methoxybenzyl-β-D-glucopyranosyluronate)-β-D-galactopyranoside

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Technology Process of methyl 4-O-acetyl-2,6-di-O-bennzyl-3-O-(tert-butyl 2-O-benzoyl-3-O-benzyl-4-O-p-methoxybenzyl-β-D-glucopyranosyluronate)-β-D-galactopyranoside

There total 5 articles about methyl 4-O-acetyl-2,6-di-O-bennzyl-3-O-(tert-butyl 2-O-benzoyl-3-O-benzyl-4-O-p-methoxybenzyl-β-D-glucopyranosyluronate)-β-D-galactopyranoside 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:

: 98-88-4
benzoyl chloride

: 151992-87-9
methyl 4-O-acetyl-2,6-di-O-bennzyl-3-O-(tert-butyl 2-O-benzoyl-3-O-benzyl-4-O-p-methoxybenzyl-β-D-glucopyranosyluronate)-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 73 percent / pyridine / CH₂Cl₂ / Ambient temperature

2: 70 percent / Me₃SiCl, NaCNBH₃, molecular sieves / acetonitrile / 6 h / Ambient temperature

3: 68 percent / pyridinium dichromate, Ac₂O / CH₂Cl₂ / 6 h / Ambient temperature

4: 1) DMTST, molecular sieves, 2) Et₃N / 1) CH₂Cl₂, r.t., 3 h, 2) 0 deg C, 30 min

With pyridine; dipyridinium dichromate; chloro-trimethyl-silane; molecular sieve; acetic anhydride; sodium cyanoborohydride; dimethyl-(methylthio)-sulphonium trifluoromethanesulphonate; triethylamine; In dichloromethane; acetonitrile;
DOI:10.1016/0008-6215(93)84030-A

Reference yield:

: 151992-83-5
ethyl 3-O-benzyl-4,6-O-p-methoxybenzylidene-1-thio-β-D-glucopyranoside

: 151992-87-9
methyl 4-O-acetyl-2,6-di-O-bennzyl-3-O-(tert-butyl 2-O-benzoyl-3-O-benzyl-4-O-p-methoxybenzyl-β-D-glucopyranosyluronate)-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 73 percent / pyridine / CH₂Cl₂ / Ambient temperature

2: 70 percent / Me₃SiCl, NaCNBH₃, molecular sieves / acetonitrile / 6 h / Ambient temperature

3: 68 percent / pyridinium dichromate, Ac₂O / CH₂Cl₂ / 6 h / Ambient temperature

4: 1) DMTST, molecular sieves, 2) Et₃N / 1) CH₂Cl₂, r.t., 3 h, 2) 0 deg C, 30 min

With pyridine; dipyridinium dichromate; chloro-trimethyl-silane; molecular sieve; acetic anhydride; sodium cyanoborohydride; dimethyl-(methylthio)-sulphonium trifluoromethanesulphonate; triethylamine; In dichloromethane; acetonitrile;
DOI:10.1016/0008-6215(93)84030-A

Reference yield:

: 151992-84-6
ethyl 2-O-benzoyl-3-O-benzyl-4,6-O-p-methoxybenzylidene-1-thio-β-D-glucopyranoside

: 151992-87-9
methyl 4-O-acetyl-2,6-di-O-bennzyl-3-O-(tert-butyl 2-O-benzoyl-3-O-benzyl-4-O-p-methoxybenzyl-β-D-glucopyranosyluronate)-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 70 percent / Me₃SiCl, NaCNBH₃, molecular sieves / acetonitrile / 6 h / Ambient temperature

2: 68 percent / pyridinium dichromate, Ac₂O / CH₂Cl₂ / 6 h / Ambient temperature

3: 1) DMTST, molecular sieves, 2) Et₃N / 1) CH₂Cl₂, r.t., 3 h, 2) 0 deg C, 30 min

With dipyridinium dichromate; chloro-trimethyl-silane; molecular sieve; acetic anhydride; sodium cyanoborohydride; dimethyl-(methylthio)-sulphonium trifluoromethanesulphonate; triethylamine; In dichloromethane; acetonitrile;
DOI:10.1016/0008-6215(93)84030-A