methyl 2-acetamido-6-O-benzyl-2-deoxy-3-O-(2,3,4-tri-O-acetyl-α-L-arabinopyranosyl)-β-D-glucopyranoside

Base Information

Chemical Name:methyl 2-acetamido-6-O-benzyl-2-deoxy-3-O-(2,3,4-tri-O-acetyl-α-L-arabinopyranosyl)-β-D-glucopyranoside
CAS No.:118344-55-1
Molecular Formula:C₂₇H₃₇NO₁₃
Molecular Weight:583.59
Hs Code.:

Synonyms:methyl 2-acetamido-6-O-benzyl-2-deoxy-3-O-(2,3,4-tri-O-acetyl-α-L-arabinopyranosyl)-β-D-glucopyranoside

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Chemical Property of methyl 2-acetamido-6-O-benzyl-2-deoxy-3-O-(2,3,4-tri-O-acetyl-α-L-arabinopyranosyl)-β-D-glucopyranoside

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Technology Process of methyl 2-acetamido-6-O-benzyl-2-deoxy-3-O-(2,3,4-tri-O-acetyl-α-L-arabinopyranosyl)-β-D-glucopyranoside

There total 3 articles about methyl 2-acetamido-6-O-benzyl-2-deoxy-3-O-(2,3,4-tri-O-acetyl-α-L-arabinopyranosyl)-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: 85.0%

: 118344-52-8
methyl 2-acetamido-4,6-O-benzylidene-2-deoxy-3-O-(2,3,4-tri-O-acetyl-α-L-araninopyranosyl)-α-D-glucopyranoside

: 118344-55-1
methyl 2-acetamido-6-O-benzyl-2-deoxy-3-O-(2,3,4-tri-O-acetyl-α-L-arabinopyranosyl)-β-D-glucopyranoside

Guidance literature:: With hydrogenchloride; 3 A molecular sieve; methyl orange; sodium cyanoborohydride; In tetrahydrofuran; diethyl ether; at 0 ℃;

Reference yield:

: 1233-03-0,2595-11-1,4026-34-0,4049-33-6,4049-34-7,4257-95-8,4257-98-1,4258-00-8,4627-30-9,17080-99-8,19186-37-9,25227-11-6,25243-38-3,62446-93-9,62929-49-1,67226-03-3,78087-60-2,78088-17-2,82890-16-2,86782-34-5,86782-35-6,92218-63-8,99880-95-2,108646-05-5,115939-79-2,142130-89-0,123163-97-3
1,2,3,4-tetra-O-acetyl-L-arabinopyranose

: 118344-55-1
methyl 2-acetamido-6-O-benzyl-2-deoxy-3-O-(2,3,4-tri-O-acetyl-α-L-arabinopyranosyl)-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 45percent hydrogen bromide / acetic acid; CH₂Cl₂ / 0.75 h

2: 62 percent / mercuric cyanide, powdered calcium sulfate, 4 Angstroem molecular sieves / toluene; nitromethane / 22 h / 40 °C

3: 85 percent / sodium cyanoborohydride, 3 Angstroem molecular sieves, methyl orange, HCl / tetrahydrofuran; diethyl ether / 0 °C

With hydrogenchloride; calcium sulfate; 3 A molecular sieve; 4 A molecular sieve; hydrogen bromide; methyl orange; mercury(II) cyanide; sodium cyanoborohydride; In tetrahydrofuran; diethyl ether; nitromethane; dichloromethane; acetic acid; toluene;

Reference yield:

: 14227-90-8
2,3,4-tri-O-acetyl-α-L-arabinopyranosyl bromide

: 118344-55-1
methyl 2-acetamido-6-O-benzyl-2-deoxy-3-O-(2,3,4-tri-O-acetyl-α-L-arabinopyranosyl)-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 62 percent / mercuric cyanide, powdered calcium sulfate, 4 Angstroem molecular sieves / toluene; nitromethane / 22 h / 40 °C

2: 85 percent / sodium cyanoborohydride, 3 Angstroem molecular sieves, methyl orange, HCl / tetrahydrofuran; diethyl ether / 0 °C

With hydrogenchloride; calcium sulfate; 3 A molecular sieve; 4 A molecular sieve; methyl orange; mercury(II) cyanide; sodium cyanoborohydride; In tetrahydrofuran; diethyl ether; nitromethane; toluene;