allyl 2-acetamido-3,6-di-O-benzyl-2-deoxy-4-O-(2-tetrahydropyranyl)-β-D-glucopyranoside

Base Information

• Chemical Name: allyl 2-acetamido-3,6-di-O-benzyl-2-deoxy-4-O-(2-tetrahydropyranyl)-β-D-glucopyranoside
• CAS No.: 74948-67-7
• Molecular Formula: C₃₀H₃₉NO₇
• Molecular Weight: 525.642

Synonyms:allyl 2-acetamido-3,6-di-O-benzyl-2-deoxy-4-O-(2-tetrahydropyranyl)-β-D-glucopyranoside

Chemical Property of allyl 2-acetamido-3,6-di-O-benzyl-2-deoxy-4-O-(2-tetrahydropyranyl)-β-D-glucopyranoside

Chemical Property:

Purity/Quality:

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Technology Process of allyl 2-acetamido-3,6-di-O-benzyl-2-deoxy-4-O-(2-tetrahydropyranyl)-β-D-glucopyranoside

There total 4 articles about allyl 2-acetamido-3,6-di-O-benzyl-2-deoxy-4-O-(2-tetrahydropyranyl)-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%

benzyl bromide (100-39-0) + allyl 2-acetamido-2-deoxy-4-O-(tetrahydropyran-2-yl)-β-D-glucopyranoside (74653-17-1) → allyl 2-acetamido-3,6-di-O-benzyl-2-deoxy-4-O-(2-tetrahydropyranyl)-β-D-glucopyranoside (74948-67-7)

Guidance literature:

With barium dihydroxide; barium(II) oxide; In N,N-dimethyl-formamide;

DOI:10.1016/S0008-6215(00)85700-6

Reference yield:

3,4-dihydro-2H-pyran (110-87-2) → allyl 2-acetamido-3,6-di-O-benzyl-2-deoxy-4-O-(2-tetrahydropyranyl)-β-D-glucopyranoside (74948-67-7)

Guidance literature:

Multi-step reaction with 3 steps

1: p-toluenesulfonic acid / CHCl₃ / Ambient temperature

2: 100 percent / sodium methoxide / methanol / 3 h / Heating

3: 83 percent / barium oxide, barium hydroxide / dimethylformamide

With barium dihydroxide; sodium methylate; toluene-4-sulfonic acid; barium(II) oxide; In methanol; chloroform; N,N-dimethyl-formamide;

DOI:10.1016/S0008-6215(00)85700-6

Reference yield:

allyl 2-acetamido-3,6-di-O-benzoyl-2-deoxy-β-D-glucopyranoside (70834-40-1) → allyl 2-acetamido-3,6-di-O-benzyl-2-deoxy-4-O-(2-tetrahydropyranyl)-β-D-glucopyranoside (74948-67-7)

Guidance literature:

Multi-step reaction with 3 steps

1: p-toluenesulfonic acid / CHCl₃ / Ambient temperature

2: 100 percent / sodium methoxide / methanol / 3 h / Heating

3: 83 percent / barium oxide, barium hydroxide / dimethylformamide

With barium dihydroxide; sodium methylate; toluene-4-sulfonic acid; barium(II) oxide; In methanol; chloroform; N,N-dimethyl-formamide;

DOI:10.1016/S0008-6215(00)85700-6

upstream raw materials:

benzyl bromide

allyl 2-acetamido-2-deoxy-4-O-(tetrahydropyran-2-yl)-β-D-glucopyranoside

3,4-dihydro-2H-pyran

allyl 2-acetamido-3,6-di-O-benzoyl-2-deoxy-β-D-glucopyranoside

Downstream raw materials:

2-methyl-(4-O-acetyl-3,6-di-O-benzyl-1,2-dideoxy-α-D-glucopyrano)-<2,1-d>-2-oxazoline

1-propenyl 2-acetamido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranoside

1-propenyl 2-acetamido-4-O-acetyl-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranoside

allyl 2-acetamido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranoside

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