methyl 2-acetamido-6-O-benzyl-2,4-dideoxy-3-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-β-D-xylo-hexopyranoside

Base Information

Chemical Name:methyl 2-acetamido-6-O-benzyl-2,4-dideoxy-3-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-β-D-xylo-hexopyranoside
CAS No.:98807-94-4
Molecular Formula:C₃₀H₄₁NO₁₄
Molecular Weight:639.654
Hs Code.:

Synonyms:methyl 2-acetamido-6-O-benzyl-2,4-dideoxy-3-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-β-D-xylo-hexopyranoside

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Chemical Property of methyl 2-acetamido-6-O-benzyl-2,4-dideoxy-3-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-β-D-xylo-hexopyranoside

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Technology Process of methyl 2-acetamido-6-O-benzyl-2,4-dideoxy-3-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-β-D-xylo-hexopyranoside

There total 5 articles about methyl 2-acetamido-6-O-benzyl-2,4-dideoxy-3-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-β-D-xylo-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: 74.2%

: 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

: 98807-94-4
methyl 2-acetamido-6-O-benzyl-2,4-dideoxy-3-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-β-D-xylo-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:

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

: 98807-94-4
methyl 2-acetamido-6-O-benzyl-2,4-dideoxy-3-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-β-D-xylo-hexopyranoside

Guidance literature:: Multi-step reaction with 4 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

4: 74.2 percent / α,α'-azobisisobutyronitrile, tributylstannane / toluene / 2 h / 80 °C

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

Reference yield:

: 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

: 98807-94-4
methyl 2-acetamido-6-O-benzyl-2,4-dideoxy-3-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-β-D-xylo-hexopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 32 percent / 4-dimethylaminopyridine / acetonitrile / reflux 5 h, then RT, 16 h

2: 74.2 percent / α,α'-azobisisobutyronitrile, tributylstannane / toluene / 2 h / 80 °C

With dmap; azobisisobutyronitrile; tri-n-butyl-tin hydride; In toluene; acetonitrile;
DOI:10.1016/0008-6215(85)85204-6