1,6-di-O-tert-butyldimethylsilyl-2-deoxy-2-p-methoxybenzylideneamino-D-galactopyranoside

Base Information

• Chemical Name: 1,6-di-O-tert-butyldimethylsilyl-2-deoxy-2-p-methoxybenzylideneamino-D-galactopyranoside
• CAS No.: 1391597-86-6
• Molecular Formula: C₂₆H₄₇NO₆Si₂
• Molecular Weight: 525.833

Synonyms:1,6-di-O-tert-butyldimethylsilyl-2-deoxy-2-p-methoxybenzylideneamino-D-galactopyranoside

Chemical Property of 1,6-di-O-tert-butyldimethylsilyl-2-deoxy-2-p-methoxybenzylideneamino-D-galactopyranoside

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Technology Process of 1,6-di-O-tert-butyldimethylsilyl-2-deoxy-2-p-methoxybenzylideneamino-D-galactopyranoside

There total 2 articles about 1,6-di-O-tert-butyldimethylsilyl-2-deoxy-2-p-methoxybenzylideneamino-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: 35.0%

tert-butyldimethylsilyl chloride (18162-48-6) + 2-(4'-methoxybenzylidene)amino-2-desoxy-D-galactose (51471-40-0) → 1,6-di-O-tert-butyldimethylsilyl-2-deoxy-2-p-methoxybenzylideneamino-D-galactopyranoside (1391597-86-6)

Guidance literature:

With 1H-imidazole; In tetrahydrofuran; N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1021/jo301050q

Reference yield: 35.0%

3,4,6-tri-O-acetyl-2-deoxy-2-p-methoxybenzylideneamino-D-glucopyranose (129729-40-4,130005-73-1) + tert-butyldimethylsilyl chloride (18162-48-6) → 1,6-di-O-tert-butyldimethylsilyl-2-deoxy-2-p-methoxybenzylideneamino-D-galactopyranoside (1391597-86-6)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1021/jo301050q

Reference yield: 75.0%

1,6-di-O-tert-butyldimethylsilyl-2-deoxy-2-p-methoxybenzylideneamino-D-galactopyranoside (1391597-86-6) + benzyl bromide (100-39-0) → 3,4-di-O-benzyl-1,6-di-O-tert-butyldimethylsilyl-2-deoxy-2-p-methoxybenzylideneamino-D-galactopyranoside (1391597-87-7)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; at -20 - 20 ℃;

DOI:10.1021/jo301050q

upstream raw materials:

tert-butyldimethylsilyl chloride

2-(4'-methoxybenzylidene)amino-2-desoxy-D-galactose

3,4,6-tri-O-acetyl-2-deoxy-2-p-methoxybenzylideneamino-D-glucopyranose

Downstream raw materials:

3,4-di-O-benzyl-2-deoxy-2-amino-D-galactopyranose

3,4-di-O-benzyl-1,6-di-O-tert-butyldimethylsilyl-2-deoxy-2-p-methoxybenzylideneamino-D-galactopyranoside

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