1-O-acetyl-2,3,4-tri-O-benzyl-6-deoxy-6-[N-(5-dimethylaminonaphth-1-ylsulfonyl)acetamido]-α-D-galactopyranoside

Base Information

Chemical Name:1-O-acetyl-2,3,4-tri-O-benzyl-6-deoxy-6-[N-(5-dimethylaminonaphth-1-ylsulfonyl)acetamido]-α-D-galactopyranoside
CAS No.:1309598-30-8
Molecular Formula:C₄₃H₄₆N₂O₉S
Molecular Weight:766.912
Hs Code.:

Synonyms:1-O-acetyl-2,3,4-tri-O-benzyl-6-deoxy-6-[N-(5-dimethylaminonaphth-1-ylsulfonyl)acetamido]-α-D-galactopyranoside

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Chemical Property of 1-O-acetyl-2,3,4-tri-O-benzyl-6-deoxy-6-[N-(5-dimethylaminonaphth-1-ylsulfonyl)acetamido]-α-D-galactopyranoside

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Technology Process of 1-O-acetyl-2,3,4-tri-O-benzyl-6-deoxy-6-[N-(5-dimethylaminonaphth-1-ylsulfonyl)acetamido]-α-D-galactopyranoside

There total 4 articles about 1-O-acetyl-2,3,4-tri-O-benzyl-6-deoxy-6-[N-(5-dimethylaminonaphth-1-ylsulfonyl)acetamido]-α-D-galactopyranoside 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:

: 1309598-29-5
methyl 2,3,4-tri-O-benzyl-6-deoxy-6-[N-(5-dimethylaminonaphth-1-ylsulfonyl)amido]-α-D-galactopyranoside

: 64-19-7,77671-22-8
acetic acid

: 1309598-30-8
1-O-acetyl-2,3,4-tri-O-benzyl-6-deoxy-6-[N-(5-dimethylaminonaphth-1-ylsulfonyl)acetamido]-α-D-galactopyranoside

Guidance literature:: With sulfuric acid; acetic anhydride; at 0 - 20 ℃; for 3h; Inert atmosphere;
DOI:10.1016/j.carres.2011.02.014

Reference yield:

: 35904-60-0
methyl 6-deoxy-6-iodo-α-D-galactopyranoside

: 1309598-30-8
1-O-acetyl-2,3,4-tri-O-benzyl-6-deoxy-6-[N-(5-dimethylaminonaphth-1-ylsulfonyl)acetamido]-α-D-galactopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1.1: sodium azide / N,N-dimethyl-formamide / 20 °C / Inert atmosphere

2.1: sodium hydride / N,N-dimethyl-formamide; oil / 2 h / 0 - 20 °C / Inert atmosphere

3.1: trimethylphosphane / tetrahydrofuran / 1 h / 0 - 20 °C / Inert atmosphere

3.2: 6.17 h / 0 - 20 °C / Inert atmosphere

4.1: sulfuric acid; acetic anhydride / 3 h / 0 - 20 °C / Inert atmosphere

With sodium azide; sulfuric acid; acetic anhydride; sodium hydride; trimethylphosphane; In tetrahydrofuran; N,N-dimethyl-formamide; oil;
DOI:10.1016/j.carres.2011.02.014

Reference yield:

: 18908-43-5
methyl 6-azido-6-deoxy-α-D-galactopyranoside

: 1309598-30-8
1-O-acetyl-2,3,4-tri-O-benzyl-6-deoxy-6-[N-(5-dimethylaminonaphth-1-ylsulfonyl)acetamido]-α-D-galactopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium hydride / N,N-dimethyl-formamide; oil / 2 h / 0 - 20 °C / Inert atmosphere

2.1: trimethylphosphane / tetrahydrofuran / 1 h / 0 - 20 °C / Inert atmosphere

2.2: 6.17 h / 0 - 20 °C / Inert atmosphere

3.1: sulfuric acid; acetic anhydride / 3 h / 0 - 20 °C / Inert atmosphere

With sulfuric acid; acetic anhydride; sodium hydride; trimethylphosphane; In tetrahydrofuran; N,N-dimethyl-formamide; oil;
DOI:10.1016/j.carres.2011.02.014