4-methoxyphenyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1→4)-3-O-allyl-2,6-di-O-benzyl-β-D-glucopyranoside

Base Information

Chemical Name:4-methoxyphenyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1→4)-3-O-allyl-2,6-di-O-benzyl-β-D-glucopyranoside
CAS No.:1418284-28-2
Molecular Formula:C₄₄H₅₂O₁₆
Molecular Weight:836.887
Hs Code.:

Synonyms:4-methoxyphenyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1→4)-3-O-allyl-2,6-di-O-benzyl-β-D-glucopyranoside

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Chemical Property of 4-methoxyphenyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1→4)-3-O-allyl-2,6-di-O-benzyl-β-D-glucopyranoside

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Technology Process of 4-methoxyphenyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1→4)-3-O-allyl-2,6-di-O-benzyl-β-D-glucopyranoside

There total 4 articles about 4-methoxyphenyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1→4)-3-O-allyl-2,6-di-O-benzyl-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: 72.0%

: 1418284-20-4
4-methoxyphenyl 3-O-allyl-2,6-di-O-benzyl-β-D-glucopyranoside

: 74808-10-9,86520-63-0,87119-53-7,92052-29-4,121238-27-5,142831-80-9,127061-80-7
2,3,4,6-tetra-O-acetyl-D-galactopyranosyl trichloroacetimidate

: 1418284-28-2
4-methoxyphenyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1→4)-3-O-allyl-2,6-di-O-benzyl-β-D-glucopyranoside

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at 0 ℃; for 1.5h; Molecular sieve; Inert atmosphere;
DOI:10.1016/j.tet.2012.12.023

Reference yield:

: 100-44-7
benzyl chloride

: 1418284-28-2
4-methoxyphenyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1→4)-3-O-allyl-2,6-di-O-benzyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: sodium hydride / N,N-dimethyl-formamide; tetrahydrofuran

2: sodium cyanoborohydride; hydrogenchloride / tetrahydrofuran; diethyl ether / 3 h / 20 °C / Molecular sieve

3: trimethylsilyl trifluoromethanesulfonate / dichloromethane / 1.5 h / 0 °C / Molecular sieve; Inert atmosphere

With hydrogenchloride; trimethylsilyl trifluoromethanesulfonate; sodium hydride; sodium cyanoborohydride; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.tet.2012.12.023

Reference yield:

: 2160551-35-7
C₃₀H₃₂O₇

: 1418284-28-2
4-methoxyphenyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1→4)-3-O-allyl-2,6-di-O-benzyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: sodium cyanoborohydride; hydrogenchloride / tetrahydrofuran; diethyl ether / 3 h / 20 °C / Molecular sieve

2: trimethylsilyl trifluoromethanesulfonate / dichloromethane / 1.5 h / 0 °C / Molecular sieve; Inert atmosphere

With hydrogenchloride; trimethylsilyl trifluoromethanesulfonate; sodium cyanoborohydride; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1016/j.tet.2012.12.023