6-O-(4-azido-2,3-di-O-benzyl-4,6-dideoxy-α-D-glucopyranosyl)-3',4'-di-O-benzyl-1-N-tert-butoxycarbonyl-3,2',3'-triazidoneamine

Base Information

Chemical Name:6-O-(4-azido-2,3-di-O-benzyl-4,6-dideoxy-α-D-glucopyranosyl)-3',4'-di-O-benzyl-1-N-tert-butoxycarbonyl-3,2',3'-triazidoneamine
CAS No.:860795-45-5
Molecular Formula:C₅₁H₆₁N₁₃O₁₁
Molecular Weight:1032.13
Hs Code.:

Synonyms:6-O-(4-azido-2,3-di-O-benzyl-4,6-dideoxy-α-D-glucopyranosyl)-3',4'-di-O-benzyl-1-N-tert-butoxycarbonyl-3,2',3'-triazidoneamine

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Chemical Property of 6-O-(4-azido-2,3-di-O-benzyl-4,6-dideoxy-α-D-glucopyranosyl)-3',4'-di-O-benzyl-1-N-tert-butoxycarbonyl-3,2',3'-triazidoneamine

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Technology Process of 6-O-(4-azido-2,3-di-O-benzyl-4,6-dideoxy-α-D-glucopyranosyl)-3',4'-di-O-benzyl-1-N-tert-butoxycarbonyl-3,2',3'-triazidoneamine

There total 6 articles about 6-O-(4-azido-2,3-di-O-benzyl-4,6-dideoxy-α-D-glucopyranosyl)-3',4'-di-O-benzyl-1-N-tert-butoxycarbonyl-3,2',3'-triazidoneamine 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: 46.0%

: 860795-43-3
3',4'-di-O-benzyl-1-N-tert-butoxycarbonyl-3,2',3'-triazidoneamine

: 369631-91-4
phenyl 4-C-azido-2,3-di-O-benzyl-4,6-dideoxy-1-thio-β-D-glucopyranoside

: 860795-45-5
6-O-(4-azido-2,3-di-O-benzyl-4,6-dideoxy-α-D-glucopyranosyl)-3',4'-di-O-benzyl-1-N-tert-butoxycarbonyl-3,2',3'-triazidoneamine

Guidance literature:: With trifluorormethanesulfonic acid;
DOI:10.1021/ol051045d

Reference yield:

: C₃₂H₃₈N₁₂O₆

: 860795-45-5
6-O-(4-azido-2,3-di-O-benzyl-4,6-dideoxy-α-D-glucopyranosyl)-3',4'-di-O-benzyl-1-N-tert-butoxycarbonyl-3,2',3'-triazidoneamine

Guidance literature:: Multi-step reaction with 4 steps

1.1: 4.52 g / glacial AcOH / dioxane; H₂O / 60 - 65 °C

2.1: 77 percent / Et₃N; DMAP / CH₂Cl₂ / Heating

3.1: Me₃P / toluene / -78 - 10 °C

3.2: 33 percent / NaOMe / methanol; tetrahydrofuran / 2 h / 20 °C

4.1: 46 percent / TfOH

With dmap; trifluorormethanesulfonic acid; acetic acid; triethylamine; trimethylphosphane; In 1,4-dioxane; dichloromethane; water; toluene; 3.1: Staudinger reaction;
DOI:10.1021/ol051045d

Reference yield:

: 860795-33-1
3',4'-di-O-benzyl-5,6-di-O-(p-chlorobenzoyl)-1,3,2',3'-tetraazidoneamine

: 860795-45-5
6-O-(4-azido-2,3-di-O-benzyl-4,6-dideoxy-α-D-glucopyranosyl)-3',4'-di-O-benzyl-1-N-tert-butoxycarbonyl-3,2',3'-triazidoneamine

Guidance literature:: Multi-step reaction with 2 steps

1.1: Me₃P / toluene / -78 - 10 °C

1.2: 33 percent / NaOMe / methanol; tetrahydrofuran / 2 h / 20 °C

2.1: 46 percent / TfOH

With trifluorormethanesulfonic acid; trimethylphosphane; In toluene; 1.1: Staudinger reaction;
DOI:10.1021/ol051045d