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

Base Information

Chemical Name:tert-butyl p-<4-azido-3,6-di-O-benzoyl-2-(tert-butoxycarbonyl)amino-2,4-di-deoxy-α-D-glucopyranosyloxy>cinnamate
CAS No.:114643-50-4
Molecular Formula:C₃₈H₄₂N₄O₁₀
Molecular Weight:714.772
Hs Code.:

Synonyms: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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Chemical Property of 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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Technology Process of tert-butyl p-<4-azido-3,6-di-O-benzoyl-2-(tert-butoxycarbonyl)amino-2,4-di-deoxy-α-D-glucopyranosyloxy>cinnamate

There total 4 articles about tert-butyl p-<4-azido-3,6-di-O-benzoyl-2-(tert-butoxycarbonyl)amino-2,4-di-deoxy-α-D-glucopyranosyloxy>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: 78.0%

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

: 114643-50-4
tert-butyl p-<4-azido-3,6-di-O-benzoyl-2-(tert-butoxycarbonyl)amino-2,4-di-deoxy-α-D-glucopyranosyloxy>cinnamate

Guidance literature:: With sodium azide; In N,N,N,N,N,N-hexamethylphosphoric triamide; at 80 ℃; for 20h;
DOI:10.1016/0008-6215(87)80249-5

Reference yield:

: 98-88-4
benzoyl chloride

: 114643-50-4
tert-butyl p-<4-azido-3,6-di-O-benzoyl-2-(tert-butoxycarbonyl)amino-2,4-di-deoxy-α-D-glucopyranosyloxy>cinnamate

Guidance literature:: Multi-step reaction with 3 steps

1: Et₃N / acetone / 3 h

2: 98 percent

3: 78 percent / NaN₃ / hexamethylphosphoric acid triamide / 20 h / 80 °C

With sodium azide; triethylamine; In N,N,N,N,N,N-hexamethylphosphoric triamide; acetone;
DOI:10.1016/0008-6215(87)80249-5

Reference yield:

: 114643-48-0
(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

: 114643-50-4
tert-butyl p-<4-azido-3,6-di-O-benzoyl-2-(tert-butoxycarbonyl)amino-2,4-di-deoxy-α-D-glucopyranosyloxy>cinnamate

Guidance literature:: Multi-step reaction with 3 steps

1: Et₃N / acetone / 3 h

2: 98 percent

3: 78 percent / NaN₃ / hexamethylphosphoric acid triamide / 20 h / 80 °C

With sodium azide; triethylamine; In N,N,N,N,N,N-hexamethylphosphoric triamide; acetone;
DOI:10.1016/0008-6215(87)80249-5