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

Base Information

Chemical Name:methyl 2,3,4-tri-O-benzyl-6-deoxy-6-[N-(5-dimethylaminonaphth-1-ylsulfonyl)amido]-α-D-galactopyranoside
CAS No.:1309598-29-5
Molecular Formula:C₄₀H₄₄N₂O₇S
Molecular Weight:696.865
Hs Code.:

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

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

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

There total 3 articles about methyl 2,3,4-tri-O-benzyl-6-deoxy-6-[N-(5-dimethylaminonaphth-1-ylsulfonyl)amido]-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: 93.0%

: 605-65-2
5-(dimethylamino)naphth-1-ylsulfonyl chloride

: 88713-84-2
methyl 6-azido-2,3,4-tri-O-benzyl-6-deoxy-α-D-galactopyranoside

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

Guidance literature:: methyl 6-azido-2,3,4-tri-O-benzyl-6-deoxy-α-D-galactopyranoside; With trimethylphosphane; In tetrahydrofuran; at 0 - 20 ℃; for 1h; Inert atmosphere;

5-(dimethylamino)naphth-1-ylsulfonyl chloride; With sodium hydroxide; In tetrahydrofuran; water; at 0 - 20 ℃; for 6.17h; Inert atmosphere;
DOI:10.1016/j.carres.2011.02.014

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 3 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

With sodium azide; 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

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

Guidance literature:: Multi-step reaction with 2 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

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