1,3,2’-triazido-5,6,3’-tri-O-benzyl-6’-O-(p-toluenesulfonyl)paromamine

Base Information

Chemical Name:1,3,2’-triazido-5,6,3’-tri-O-benzyl-6’-O-(p-toluenesulfonyl)paromamine
CAS No.:1624627-57-1
Molecular Formula:C₄₀H₄₃N₉O₉S
Molecular Weight:825.902
Hs Code.:

Synonyms:1,3,2’-triazido-5,6,3’-tri-O-benzyl-6’-O-(p-toluenesulfonyl)paromamine

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Chemical Property of 1,3,2’-triazido-5,6,3’-tri-O-benzyl-6’-O-(p-toluenesulfonyl)paromamine

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Technology Process of 1,3,2’-triazido-5,6,3’-tri-O-benzyl-6’-O-(p-toluenesulfonyl)paromamine

There total 8 articles about 1,3,2’-triazido-5,6,3’-tri-O-benzyl-6’-O-(p-toluenesulfonyl)paromamine 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: 91.0%

: 1624627-56-0
1,3,2’-triazido-5,6,3’-tri-O-benzyl paromamine

: 98-59-9
p-toluenesulfonyl chloride

: 1624627-57-1
1,3,2’-triazido-5,6,3’-tri-O-benzyl-6’-O-(p-toluenesulfonyl)paromamine

Guidance literature:: With pyridine; In dichloromethane; at 22 - 26 ℃; regioselective reaction; Inert atmosphere;
DOI:10.1039/c4md00072b

Reference yield:

: 534-47-4,11030-86-7
Paromamine

: 1624627-57-1
1,3,2’-triazido-5,6,3’-tri-O-benzyl-6’-O-(p-toluenesulfonyl)paromamine

Guidance literature:: Multi-step reaction with 5 steps

1: triflic azide; copper(ll) sulfate pentahydrate; triethylamine / Inert atmosphere

2: camphorsulfonic acid / N,N-dimethyl-formamide / Inert atmosphere

3: sodium hydride / N,N-dimethyl-formamide / Inert atmosphere

4: acetic acid / water / 60 °C / Inert atmosphere

5: pyridine / Inert atmosphere

With pyridine; copper(ll) sulfate pentahydrate; triflic azide; sodium hydride; acetic acid; triethylamine; In water; N,N-dimethyl-formamide;
DOI:10.1002/cbic.201800549

Reference yield:

: 289505-10-8
(2R,3S,4R,5R,6S)-5-azido-6-(((1R,2R,3S,4R,6S)-4, 6-diazido-2,3-dihydroxycyclohexyl)oxy)-2-(hydroxymethyl)tetrahydro-2H-pyran-3,4-diol

: 1624627-57-1
1,3,2’-triazido-5,6,3’-tri-O-benzyl-6’-O-(p-toluenesulfonyl)paromamine

Guidance literature:: Multi-step reaction with 4 steps

1.1: (1S)-10-camphorsulfonic acid / 1,2-dichloro-ethane / 2 h / Reflux; Inert atmosphere

2.1: sodium hydride / mineral oil; tetrahydrofuran / 1 h / 0 °C / Inert atmosphere

2.2: 0 - 26 °C

3.1: acetic acid; water / tetrahydrofuran / 60 °C / Inert atmosphere

4.1: pyridine / dichloromethane / 22 - 26 °C / Inert atmosphere

With pyridine; (1S)-10-camphorsulfonic acid; water; sodium hydride; acetic acid; In tetrahydrofuran; dichloromethane; 1,2-dichloro-ethane; mineral oil;
DOI:10.1039/c4md00072b