1-(2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl)-(2S)-azido-3-tert-butyldiphenylsilyloxypropane

Base Information

• Chemical Name: 1-(2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl)-(2S)-azido-3-tert-butyldiphenylsilyloxypropane
• CAS No.: 1403588-86-2
• Molecular Formula: C₅₃H₅₉N₃O₆Si
• Molecular Weight: 862.153

Synonyms:1-(2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl)-(2S)-azido-3-tert-butyldiphenylsilyloxypropane

Chemical Property of 1-(2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl)-(2S)-azido-3-tert-butyldiphenylsilyloxypropane

Chemical Property:

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Technology Process of 1-(2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl)-(2S)-azido-3-tert-butyldiphenylsilyloxypropane

There total 2 articles about 1-(2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl)-(2S)-azido-3-tert-butyldiphenylsilyloxypropane 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:

tert-butylchlorodiphenylsilane (58479-61-1) → 1-(2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl)-(2S)-azido-3-tert-butyldiphenylsilyloxypropane (1403588-86-2)

Guidance literature:

Multi-step reaction with 3 steps

1: pyridine / 24 h / 20 °C / Inert atmosphere

2: pyridine / dichloromethane / 36 h / 0 - 100 °C / Inert atmosphere

3: sodium azide / N,N-dimethyl-formamide / 8 h / 120 °C / Inert atmosphere

With pyridine; sodium azide; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1039/c2ob26078f

Reference yield:

C37H42O7 → 1-(2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl)-(2S)-azido-3-tert-butyldiphenylsilyloxypropane (1403588-86-2)

Guidance literature:

Multi-step reaction with 3 steps

1: pyridine / 24 h / 20 °C / Inert atmosphere

2: pyridine / dichloromethane / 36 h / 0 - 100 °C / Inert atmosphere

3: sodium azide / N,N-dimethyl-formamide / 8 h / 120 °C / Inert atmosphere

With pyridine; sodium azide; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1039/c2ob26078f

Reference yield: 91.0%

1-(2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl)-(2S)-azido-3-tert-butyldiphenylsilyloxypropane (1403588-86-2) → 1-(2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl)-(2S)-azido-3-propanol (1403614-60-7)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; Inert atmosphere;

DOI:10.1039/c2ob26078f

upstream raw materials:

tert-butylchlorodiphenylsilane

Downstream raw materials:

1-(2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl)-(2S)-azido-3-propanol

(S)-methyl 2-azido-3-((2S,3S,4R,5S,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl) tetrahydro-2H-pyran-2-yl)-propanoate

methyl 3C-β-(2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl)-N-tert-butoxycarbonyl-L-alanine

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