ethyl (2,4,6-tri-O-benzyl-3-O-p-methoxybenzyl-α-D-galactopyranosyl)-(1→3)-4,6-O-benzylidene-2-deoxy-2-N-phthalimido-1-thio-β-D-glucopyranoside

Base Information

Chemical Name:ethyl (2,4,6-tri-O-benzyl-3-O-p-methoxybenzyl-α-D-galactopyranosyl)-(1→3)-4,6-O-benzylidene-2-deoxy-2-N-phthalimido-1-thio-β-D-glucopyranoside
CAS No.:1554556-59-0
Molecular Formula:C₅₈H₅₉NO₁₂S
Molecular Weight:994.172
Hs Code.:

Synonyms:ethyl (2,4,6-tri-O-benzyl-3-O-p-methoxybenzyl-α-D-galactopyranosyl)-(1→3)-4,6-O-benzylidene-2-deoxy-2-N-phthalimido-1-thio-β-D-glucopyranoside

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Chemical Property of ethyl (2,4,6-tri-O-benzyl-3-O-p-methoxybenzyl-α-D-galactopyranosyl)-(1→3)-4,6-O-benzylidene-2-deoxy-2-N-phthalimido-1-thio-β-D-glucopyranoside

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Technology Process of ethyl (2,4,6-tri-O-benzyl-3-O-p-methoxybenzyl-α-D-galactopyranosyl)-(1→3)-4,6-O-benzylidene-2-deoxy-2-N-phthalimido-1-thio-β-D-glucopyranoside

There total 2 articles about ethyl (2,4,6-tri-O-benzyl-3-O-p-methoxybenzyl-α-D-galactopyranosyl)-(1→3)-4,6-O-benzylidene-2-deoxy-2-N-phthalimido-1-thio-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%

: 1554556-49-8
ethyl 2,4,6-tri-O-benzyl-3-O-p-methoxybenzyl-1-thio-β-D-galactopyranoside

: 99409-33-3
ethyl 4,6-O-benzylidene-2-deoxy-2-N-phthalamido-1-thio-β-Dglucopyranoside

: 1554556-59-0
ethyl (2,4,6-tri-O-benzyl-3-O-p-methoxybenzyl-α-D-galactopyranosyl)-(1→3)-4,6-O-benzylidene-2-deoxy-2-N-phthalimido-1-thio-β-D-glucopyranoside

: -

Guidance literature:: With N-iodo-succinimide; trifluorormethanesulfonic acid; In diethyl ether; dichloromethane; at -35 ℃; for 0.5h; stereoselective reaction; Molecular sieve; Inert atmosphere;
DOI:10.1016/j.tetasy.2013.12.005

Reference yield:

: 56245-60-4,686299-00-3
ethyl 1-thio-β-D-galactopyranoside

: 1554556-59-0
ethyl (2,4,6-tri-O-benzyl-3-O-p-methoxybenzyl-α-D-galactopyranosyl)-(1→3)-4,6-O-benzylidene-2-deoxy-2-N-phthalimido-1-thio-β-D-glucopyranoside

: -

Guidance literature:: Multi-step reaction with 3 steps

1.1: methanol / 3 h / 80 °C

2.1: tetrabutylammomium bromide / N,N-dimethyl-formamide / 16 h / 80 °C

2.2: 8 h / 20 °C

3.1: N-iodo-succinimide; trifluorormethanesulfonic acid / dichloromethane; diethyl ether / 0.5 h / -35 °C / Molecular sieve; Inert atmosphere

With N-iodo-succinimide; trifluorormethanesulfonic acid; tetrabutylammomium bromide; In methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.tetasy.2013.12.005

Reference yield: 69.0%

: 1554556-56-7
2-azidoethyl (3-O-benzyl-4,6-O-benzylidene-α-D-glucopyranosyl)-(1→6)-2,3,4-tri-O-benzyl-α-D-glucopyranoside

: 1554556-59-0
ethyl (2,4,6-tri-O-benzyl-3-O-p-methoxybenzyl-α-D-galactopyranosyl)-(1→3)-4,6-O-benzylidene-2-deoxy-2-N-phthalimido-1-thio-β-D-glucopyranoside

: 1554556-61-4
2-azidoethyl (2,4,6-tri-O-benzyl-α-D-galactopyranosyl)-(1→3)-(4,6-O-benzylidene-2-deoxy-2-N-phthalimido-β-D-glucopyranosyl)-(1→2)-(3-O-benzyl-4,6-O-benzylidene-α-D-glucopyranosyl)-(1→6)-2,3,4-tri-O-benzyl-α-D-glucopyranoside

Guidance literature:: With N-iodo-succinimide; trifluorormethanesulfonic acid; In dichloromethane; at -30 - 0 ℃; for 1.5h; stereoselective reaction; Molecular sieve; Inert atmosphere;
DOI:10.1016/j.tetasy.2013.12.005