methyl 2-acetamido-6-O-benzyl-2-deoxy-4-O-phenoxythiocarbonyl-3-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-β-D-glucopyranoside

Base Information

Chemical Name:methyl 2-acetamido-6-O-benzyl-2-deoxy-4-O-phenoxythiocarbonyl-3-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-β-D-glucopyranoside
CAS No.:98807-93-3
Molecular Formula:C₃₇H₄₅NO₁₆S
Molecular Weight:791.827
Hs Code.:

Synonyms:methyl 2-acetamido-6-O-benzyl-2-deoxy-4-O-phenoxythiocarbonyl-3-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-β-D-glucopyranoside

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Chemical Property of methyl 2-acetamido-6-O-benzyl-2-deoxy-4-O-phenoxythiocarbonyl-3-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-β-D-glucopyranoside

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Technology Process of methyl 2-acetamido-6-O-benzyl-2-deoxy-4-O-phenoxythiocarbonyl-3-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-β-D-glucopyranoside

There total 4 articles about methyl 2-acetamido-6-O-benzyl-2-deoxy-4-O-phenoxythiocarbonyl-3-O-(2,3,4,6-tetra-O-acetyl-β-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: 32.0%

: 98807-92-2
methyl O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1<*>3)-2-acetamido-6-O-benzyl-2-deoxy-β-D-glucopyranoside

: 1005-56-7
phenylcarbonochloridothioate

: 98807-93-3
methyl 2-acetamido-6-O-benzyl-2-deoxy-4-O-phenoxythiocarbonyl-3-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-β-D-glucopyranoside

Guidance literature:: With dmap; In acetonitrile; reflux 5 h, then RT, 16 h;
DOI:10.1016/0008-6215(85)85204-6

Reference yield:

: 87038-18-4
methyl 2-acetylamido-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside

: 98807-93-3
methyl 2-acetamido-6-O-benzyl-2-deoxy-4-O-phenoxythiocarbonyl-3-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 84.5 percent / Hg(CN)2, CaSO₄ / benzene; nitromethane / 16 h / 40 °C

2: 73 percent / NaBH₃CN, HCl, molecular sieve 3 Angstroem / diethyl ether; tetrahydrofuran / 0.5 h / 0 °C

3: 32 percent / 4-dimethylaminopyridine / acetonitrile / reflux 5 h, then RT, 16 h

With hydrogenchloride; dmap; calcium sulfate; 3 A molecular sieve; mercury(II) cyanide; sodium cyanoborohydride; In tetrahydrofuran; diethyl ether; nitromethane; acetonitrile; benzene;
DOI:10.1016/0008-6215(85)85204-6

Reference yield:

: 98856-39-4
methyl 2-acetamido-4,6-O-benzylidene-2-deoxy-3-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-β-D-glucopyranoside

: 98807-93-3
methyl 2-acetamido-6-O-benzyl-2-deoxy-4-O-phenoxythiocarbonyl-3-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 73 percent / NaBH₃CN, HCl, molecular sieve 3 Angstroem / diethyl ether; tetrahydrofuran / 0.5 h / 0 °C

2: 32 percent / 4-dimethylaminopyridine / acetonitrile / reflux 5 h, then RT, 16 h

With hydrogenchloride; dmap; 3 A molecular sieve; sodium cyanoborohydride; In tetrahydrofuran; diethyl ether; acetonitrile;
DOI:10.1016/0008-6215(85)85204-6