8-methoxycarbonyloctyl 2-acetamido-4-O-(2-O-benzoyl-3,4,6-tri-O-benzyl-β-D-galactopyranosyl)-6-O-benzyl-2,3-dideoxy-β-D-ribo-hexopyranoside

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-2,3-dideoxy-β-D-ribo-hexopyranoside
CAS No.:98807-89-7
Molecular Formula:C₅₉H₇₁NO₁₃
Molecular Weight:1002.21
Hs Code.:

Synonyms:8-methoxycarbonyloctyl 2-acetamido-4-O-(2-O-benzoyl-3,4,6-tri-O-benzyl-β-D-galactopyranosyl)-6-O-benzyl-2,3-dideoxy-β-D-ribo-hexopyranoside

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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-2,3-dideoxy-β-D-ribo-hexopyranoside

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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-2,3-dideoxy-β-D-ribo-hexopyranoside

There total 6 articles about 8-methoxycarbonyloctyl 2-acetamido-4-O-(2-O-benzoyl-3,4,6-tri-O-benzyl-β-D-galactopyranosyl)-6-O-benzyl-2,3-dideoxy-β-D-ribo-hexopyranoside 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: 77.0%

: 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

: 98807-89-7
8-methoxycarbonyloctyl 2-acetamido-4-O-(2-O-benzoyl-3,4,6-tri-O-benzyl-β-D-galactopyranosyl)-6-O-benzyl-2,3-dideoxy-β-D-ribo-hexopyranoside

Guidance literature:: With azobisisobutyronitrile; tri-n-butyl-tin hydride; In toluene; at 80 ℃; for 2h;
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

: 98807-89-7
8-methoxycarbonyloctyl 2-acetamido-4-O-(2-O-benzoyl-3,4,6-tri-O-benzyl-β-D-galactopyranosyl)-6-O-benzyl-2,3-dideoxy-β-D-ribo-hexopyranoside

Guidance literature:: Multi-step reaction with 4 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

4: 77 percent / α,α'-azobisisobutyronitrile, tributylstannane / toluene / 2 h / 80 °C

With dmap; Wilkinson's catalyst; 4 A molecular sieve; azobisisobutyronitrile; tri-n-butyl-tin hydride; mercury(II) cyanide; mercury dichloride; mercury(II) oxide; In nitromethane; toluene; acetonitrile; benzene;
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

: 98807-89-7
8-methoxycarbonyloctyl 2-acetamido-4-O-(2-O-benzoyl-3,4,6-tri-O-benzyl-β-D-galactopyranosyl)-6-O-benzyl-2,3-dideoxy-β-D-ribo-hexopyranoside

Guidance literature:: Multi-step reaction with 5 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

5: 77 percent / α,α'-azobisisobutyronitrile, tributylstannane / toluene / 2 h / 80 °C

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