tert-butyl p-<3,6-di-O-benzoyl-2-(tert-butoxycarbonyl)amino-2-deoxy-4-methylsulfonyl-α-D-galactopyranosyloxy>cinnamate

Base Information

• Chemical Name: tert-butyl p-<3,6-di-O-benzoyl-2-(tert-butoxycarbonyl)amino-2-deoxy-4-methylsulfonyl-α-D-galactopyranosyloxy>cinnamate
• CAS No.: 114643-49-1
• Molecular Formula: C₃₉H₄₅NO₁₃S
• Molecular Weight: 767.851

Synonyms:tert-butyl p-<3,6-di-O-benzoyl-2-(tert-butoxycarbonyl)amino-2-deoxy-4-methylsulfonyl-α-D-galactopyranosyloxy>cinnamate

Chemical Property of tert-butyl p-<3,6-di-O-benzoyl-2-(tert-butoxycarbonyl)amino-2-deoxy-4-methylsulfonyl-α-D-galactopyranosyloxy>cinnamate

Chemical Property:

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Technology Process of tert-butyl p-<3,6-di-O-benzoyl-2-(tert-butoxycarbonyl)amino-2-deoxy-4-methylsulfonyl-α-D-galactopyranosyloxy>cinnamate

There total 3 articles about tert-butyl p-<3,6-di-O-benzoyl-2-(tert-butoxycarbonyl)amino-2-deoxy-4-methylsulfonyl-α-D-galactopyranosyloxy>cinnamate 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: 98.0%

methanesulfonyl chloride (124-63-0) + tert-butyl p-<3,6-di-O-benzoyl-2-(tert-butoxycarbonyl)-amino-2-deoxy-α-D-galactopyranosyloxy>cinnamate (114935-39-6) → tert-butyl p-<3,6-di-O-benzoyl-2-(tert-butoxycarbonyl)amino-2-deoxy-4-methylsulfonyl-α-D-galactopyranosyloxy>cinnamate (114643-49-1)

Guidance literature:

DOI:10.1016/0008-6215(87)80249-5

Reference yield:

benzoyl chloride (98-88-4) → tert-butyl p-<3,6-di-O-benzoyl-2-(tert-butoxycarbonyl)amino-2-deoxy-4-methylsulfonyl-α-D-galactopyranosyloxy>cinnamate (114643-49-1)

Guidance literature:

Multi-step reaction with 2 steps

1: Et₃N / acetone / 3 h

2: 98 percent

With triethylamine; In acetone;

DOI:10.1016/0008-6215(87)80249-5

Reference yield:

(E)-3-[4-((2R,3R,4R,5R,6R)-3-tert-Butoxycarbonylamino-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-phenyl]-acrylic acid tert-butyl ester (114643-48-0) → tert-butyl p-<3,6-di-O-benzoyl-2-(tert-butoxycarbonyl)amino-2-deoxy-4-methylsulfonyl-α-D-galactopyranosyloxy>cinnamate (114643-49-1)

Guidance literature:

Multi-step reaction with 2 steps

1: Et₃N / acetone / 3 h

2: 98 percent

With triethylamine; In acetone;

DOI:10.1016/0008-6215(87)80249-5

upstream raw materials:

methanesulfonyl chloride

tert-butyl p-<3,6-di-O-benzoyl-2-(tert-butoxycarbonyl)-amino-2-deoxy-α-D-galactopyranosyloxy>cinnamate

benzoyl chloride

(E)-3-[4-((2R,3R,4R,5R,6R)-3-tert-Butoxycarbonylamino-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-phenyl]-acrylic acid tert-butyl ester

Downstream raw materials:

(E)-3-[4-((2R,3R,4R,5S,6S)-5-Azido-3-tert-butoxycarbonylamino-4-hydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-phenyl]-acrylic acid tert-butyl ester

tert-butyl p-<4-azido-3,6-di-O-benzoyl-2-(tert-butoxycarbonyl)amino-2,4-di-deoxy-α-D-glucopyranosyloxy>cinnamate

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