methyl 2,3,4-tri-O-benzyl-6-O-(3-O-benzyl-4,6-O-benzylidene-2-deoxy-2-phenylthio-α-D-mannopyranosyl)-β-D-galactopyranoside

Base Information

Chemical Name:methyl 2,3,4-tri-O-benzyl-6-O-(3-O-benzyl-4,6-O-benzylidene-2-deoxy-2-phenylthio-α-D-mannopyranosyl)-β-D-galactopyranoside
CAS No.:141810-64-2
Molecular Formula:C₅₄H₅₆O₁₀S
Molecular Weight:897.099
Hs Code.:

Synonyms:methyl 2,3,4-tri-O-benzyl-6-O-(3-O-benzyl-4,6-O-benzylidene-2-deoxy-2-phenylthio-α-D-mannopyranosyl)-β-D-galactopyranoside

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Chemical Property of methyl 2,3,4-tri-O-benzyl-6-O-(3-O-benzyl-4,6-O-benzylidene-2-deoxy-2-phenylthio-α-D-mannopyranosyl)-β-D-galactopyranoside

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Technology Process of methyl 2,3,4-tri-O-benzyl-6-O-(3-O-benzyl-4,6-O-benzylidene-2-deoxy-2-phenylthio-α-D-mannopyranosyl)-β-D-galactopyranoside

There total 5 articles about methyl 2,3,4-tri-O-benzyl-6-O-(3-O-benzyl-4,6-O-benzylidene-2-deoxy-2-phenylthio-α-D-mannopyranosyl)-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: 71.0%

: 40653-32-5,641635-63-4
methyl 2,3,4-tri-O-benzyl-β-D-galactopyranoside

: 141810-62-0
phenyl 3-O-benzyl-4,6-O-benzylidene-2-O-phenoxythiocarbonyl-1-thio-β-D-glucopyranoside

: 141810-64-2
methyl 2,3,4-tri-O-benzyl-6-O-(3-O-benzyl-4,6-O-benzylidene-2-deoxy-2-phenylthio-α-D-mannopyranosyl)-β-D-galactopyranoside

Guidance literature:: With N-iodo-succinimide; molecular sieve; trifluorormethanesulfonic acid; In diethyl ether; 1,2-dichloro-ethane; for 1h;
DOI:10.1016/S0040-4020(01)80165-4

Reference yield:

: 128848-51-1
phenyl 3-O-benzyl-4,6-O-benzylidene-1-deoxy-1-thio-β-D-glucopyranoside

: 141810-64-2
methyl 2,3,4-tri-O-benzyl-6-O-(3-O-benzyl-4,6-O-benzylidene-2-deoxy-2-phenylthio-α-D-mannopyranosyl)-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 82 percent / DMAP / acetonitrile / 16 h

2: 71 percent / N-iodosuccinimide, trifluoromethanesulfonic acid, molecular sieves / 1,2-dichloro-ethane; diethyl ether / 1 h

With dmap; N-iodo-succinimide; molecular sieve; trifluorormethanesulfonic acid; In diethyl ether; 1,2-dichloro-ethane; acetonitrile;
DOI:10.1016/S0040-4020(01)80165-4

Reference yield:

: 71676-30-7,87508-18-7,138922-03-9,87508-17-6
(2R,4aR,6S,7R,8R,8aS)-2-Phenyl-6-phenylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxine-7,8-diol

: 141810-64-2
methyl 2,3,4-tri-O-benzyl-6-O-(3-O-benzyl-4,6-O-benzylidene-2-deoxy-2-phenylthio-α-D-mannopyranosyl)-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 1) dibutyltin oxide, 2) CsF / 1) MeOH, reflux, then RT, 4 h, 2) DMF, RT, 16 h

2: 82 percent / DMAP / acetonitrile / 16 h

3: 71 percent / N-iodosuccinimide, trifluoromethanesulfonic acid, molecular sieves / 1,2-dichloro-ethane; diethyl ether / 1 h

With dmap; N-iodo-succinimide; molecular sieve; trifluorormethanesulfonic acid; di(n-butyl)tin oxide; cesium fluoride; In diethyl ether; 1,2-dichloro-ethane; acetonitrile;
DOI:10.1016/S0040-4020(01)80165-4