8-methoxycarbonyloctyl 2-acetamido-4-O-(2-O-benzoyl-3,4,6-tri-O-benzyl-β-D-galactopyranosyl)-6-O-benzyl-2-deoxy-3-O-phenoxythiocarbonyl-β-D-glucopyranoside

Base Information

Chemical Name:8-methoxycarbonyloctyl 2-acetamido-4-O-(2-O-benzoyl-3,4,6-tri-O-benzyl-β-D-galactopyranosyl)-6-O-benzyl-2-deoxy-3-O-phenoxythiocarbonyl-β-D-glucopyranoside
CAS No.:98807-88-6
Molecular Formula:C₆₆H₇₅NO₁₅S
Molecular Weight:1154.39
Hs Code.:

8-methoxycarbonyloctyl 2-acetamido-4-O-(2-O-benzoyl-3,4,6-tri-O-benzyl-β-D-galactopyranosyl)-6-O-benzyl-2-deoxy-3-O-phenoxythiocarbonyl-β-D-glucopyranoside

Synonyms:8-methoxycarbonyloctyl 2-acetamido-4-O-(2-O-benzoyl-3,4,6-tri-O-benzyl-β-D-galactopyranosyl)-6-O-benzyl-2-deoxy-3-O-phenoxythiocarbonyl-β-D-glucopyranoside

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Chemical Property of 8-methoxycarbonyloctyl 2-acetamido-4-O-(2-O-benzoyl-3,4,6-tri-O-benzyl-β-D-galactopyranosyl)-6-O-benzyl-2-deoxy-3-O-phenoxythiocarbonyl-β-D-glucopyranoside

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Technology Process of 8-methoxycarbonyloctyl 2-acetamido-4-O-(2-O-benzoyl-3,4,6-tri-O-benzyl-β-D-galactopyranosyl)-6-O-benzyl-2-deoxy-3-O-phenoxythiocarbonyl-β-D-glucopyranoside

There total 5 articles about 8-methoxycarbonyloctyl 2-acetamido-4-O-(2-O-benzoyl-3,4,6-tri-O-benzyl-β-D-galactopyranosyl)-6-O-benzyl-2-deoxy-3-O-phenoxythiocarbonyl-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: 83.0%

: 98807-87-5
8-methoxycarbonyloctyl 2-acetamido-4-O-(2-O-benzoyl-3,4,6-tri-O-benzyl-β-D-galactopyranosyl)-6-O-benzyl-2-deoxy-β-D-glucopyranoside

: 1005-56-7
phenylcarbonochloridothioate

: 98807-88-6
8-methoxycarbonyloctyl 2-acetamido-4-O-(2-O-benzoyl-3,4,6-tri-O-benzyl-β-D-galactopyranosyl)-6-O-benzyl-2-deoxy-3-O-phenoxythiocarbonyl-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:

: 98856-38-3
8-methoxycarbonyloctyl 2-acetamido-3-O-allyl-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside

: 98807-88-6
8-methoxycarbonyloctyl 2-acetamido-4-O-(2-O-benzoyl-3,4,6-tri-O-benzyl-β-D-galactopyranosyl)-6-O-benzyl-2-deoxy-3-O-phenoxythiocarbonyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 87 percent / NaBH₃CN, HCl, molecular sieve 3 Angstroem / diethyl ether; tetrahydrofuran / 0.5 h / 0 °C

2: 88 percent / Hg(CN)2, molecular sieve 4 Angstroem / benzene; nitromethane / 16 h / Ambient temperature

3: 1.) tris(triphenylphosphine)rhodium(I) chloride; 2.) HgO, HgCl₂ / 1.) EtOH-benzene-H₂O, reflux, 16 h; 2.) aceton-H₂O, RT, 30 min

4: 83 percent / 4-dimethylaminopyridine / acetonitrile / reflux 5 h, then RT, 16 h

With hydrogenchloride; dmap; Wilkinson's catalyst; 3 A molecular sieve; 4 A molecular sieve; mercury(II) cyanide; sodium cyanoborohydride; mercury dichloride; mercury(II) oxide; In tetrahydrofuran; diethyl ether; nitromethane; acetonitrile; benzene;
DOI:10.1016/0008-6215(85)85204-6

Reference yield:

: 84439-23-6
2-O-benzoyl-3,4,6-tri-O-benzyl-α-D-galactopyranosyl bromide

: 98807-88-6
8-methoxycarbonyloctyl 2-acetamido-4-O-(2-O-benzoyl-3,4,6-tri-O-benzyl-β-D-galactopyranosyl)-6-O-benzyl-2-deoxy-3-O-phenoxythiocarbonyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 88 percent / Hg(CN)2, molecular sieve 4 Angstroem / benzene; nitromethane / 16 h / Ambient temperature

2: 1.) tris(triphenylphosphine)rhodium(I) chloride; 2.) HgO, HgCl₂ / 1.) EtOH-benzene-H₂O, reflux, 16 h; 2.) aceton-H₂O, RT, 30 min

3: 83 percent / 4-dimethylaminopyridine / acetonitrile / reflux 5 h, then RT, 16 h

With dmap; Wilkinson's catalyst; 4 A molecular sieve; mercury(II) cyanide; mercury dichloride; mercury(II) oxide; In nitromethane; acetonitrile; benzene;
DOI:10.1016/0008-6215(85)85204-6