tert-butyl p-<4-azido-2-(tert-butoxycarbonyl)amino-2,4,6-trideoxy-α-D-glucopyranosyloxy>cinnamate

Base Information

Chemical Name:tert-butyl p-<4-azido-2-(tert-butoxycarbonyl)amino-2,4,6-trideoxy-α-D-glucopyranosyloxy>cinnamate
CAS No.:114643-41-3
Molecular Formula:C₂₄H₃₄N₄O₇
Molecular Weight:490.557
Hs Code.:

Synonyms:tert-butyl p-<4-azido-2-(tert-butoxycarbonyl)amino-2,4,6-trideoxy-α-D-glucopyranosyloxy>cinnamate

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Chemical Property of tert-butyl p-<4-azido-2-(tert-butoxycarbonyl)amino-2,4,6-trideoxy-α-D-glucopyranosyloxy>cinnamate

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Technology Process of tert-butyl p-<4-azido-2-(tert-butoxycarbonyl)amino-2,4,6-trideoxy-α-D-glucopyranosyloxy>cinnamate

There total 1 articles about tert-butyl p-<4-azido-2-(tert-butoxycarbonyl)amino-2,4,6-trideoxy-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: 80.0%

: 114643-52-6
tert-butyl p-<4-azido-2-(tert-butoxycarbonyl)amino-2,4-dideoxy-6-O-tolylsulfonyl-α-D-glucopyranosyloxy>cinnamate

: 114643-41-3
tert-butyl p-<4-azido-2-(tert-butoxycarbonyl)amino-2,4,6-trideoxy-α-D-glucopyranosyloxy>cinnamate

Guidance literature:: With sodium cyanoborohydride; sodium iodide; In N,N,N,N,N,N-hexamethylphosphoric triamide; at 70 - 80 ℃; for 20h;
DOI:10.1016/0008-6215(87)80249-5

Reference yield:

: 114643-41-3
tert-butyl p-<4-azido-2-(tert-butoxycarbonyl)amino-2,4,6-trideoxy-α-D-glucopyranosyloxy>cinnamate

: N¹-cinnamoylspermidine trihydrochloride

Guidance literature:: Multi-step reaction with 3 steps

1: 1) 90percent CF₃CO₂H, 2) di-tert-butyl dicarbonate / 1) 1.5 h, RT, 2) 4 h, RT

2: 38 percent / carbonyldiimidazole / tetrahydrofuran / 20 h / Ambient temperature

3: NaOMe, HCl / methanol; diethyl ether

With hydrogenchloride; di-tert-butyl dicarbonate; sodium methylate; 1,1'-carbonyldiimidazole; trifluoroacetic acid; In tetrahydrofuran; methanol; diethyl ether;
DOI:10.1016/0008-6215(87)80249-5

Reference yield:

: 114643-41-3
tert-butyl p-<4-azido-2-(tert-butoxycarbonyl)amino-2,4,6-trideoxy-α-D-glucopyranosyloxy>cinnamate

: N¹-p-<4-azido-2-(tert-butoxycarbonyl)amino-2,4,6-trideoxy-α-D-glucopyranosyloxy>cinnamoyl-N²,N³-di-tert-butoxycarbonylspermidine

Guidance literature:: Multi-step reaction with 2 steps

1: 1) 90percent CF₃CO₂H, 2) di-tert-butyl dicarbonate / 1) 1.5 h, RT, 2) 4 h, RT

2: 38 percent / carbonyldiimidazole / tetrahydrofuran / 20 h / Ambient temperature

With di-tert-butyl dicarbonate; 1,1'-carbonyldiimidazole; trifluoroacetic acid; In tetrahydrofuran;
DOI:10.1016/0008-6215(87)80249-5