1,3,2’,6’-tetraazido-5,6,3’-tri-O-benzyl-4’-O-trifluoromethanesulfonyl-4’-epineamine

Base Information

Chemical Name:1,3,2’,6’-tetraazido-5,6,3’-tri-O-benzyl-4’-O-trifluoromethanesulfonyl-4’-epineamine
CAS No.:1624627-65-1
Molecular Formula:C₃₄H₃₅F₃N₁₂O₈S
Molecular Weight:828.789
Hs Code.:

Synonyms:

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Chemical Property of 1,3,2’,6’-tetraazido-5,6,3’-tri-O-benzyl-4’-O-trifluoromethanesulfonyl-4’-epineamine

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Technology Process of 1,3,2’,6’-tetraazido-5,6,3’-tri-O-benzyl-4’-O-trifluoromethanesulfonyl-4’-epineamine

There total 9 articles about 1,3,2’,6’-tetraazido-5,6,3’-tri-O-benzyl-4’-O-trifluoromethanesulfonyl-4’-epineamine 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:

: 358-23-6
trifluoromethylsulfonic anhydride

: 1624627-64-0
1,3,2’,6’-tetraazido-5,6,3’-tri-O-benzyl-4’-epineamine

: 1624627-65-1
1,3,2’,6’-tetraazido-5,6,3’-tri-O-benzyl-4’-O-trifluoromethanesulfonyl-4’-epineamine

Guidance literature:: With pyridine; In dichloromethane; at 0 ℃; for 1h; Inert atmosphere;
DOI:10.1039/c4md00072b

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

: 1624627-65-1
1,3,2’,6’-tetraazido-5,6,3’-tri-O-benzyl-4’-O-trifluoromethanesulfonyl-4’-epineamine

Guidance literature:: Multi-step reaction with 9 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

5.1: sodium azide / N,N-dimethyl-formamide / 15 h / 70 °C / Inert atmosphere

6.1: pyridine / dichloromethane / 1.5 h / 0 - 26 °C / Inert atmosphere

7.1: tetrahydrofuran / 2 h / 60 °C / Inert atmosphere

8.1: sodium methylate / methanol / 22 - 26 °C / Inert atmosphere

9.1: pyridine / dichloromethane / 1 h / 0 °C / Inert atmosphere

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

Reference yield:

: 1624627-55-9
1,3,2’-triazido-5,6,3’-tri-O-benzyl-4’,6’-O-benzylidene paromamine

: 1624627-65-1
1,3,2’,6’-tetraazido-5,6,3’-tri-O-benzyl-4’-O-trifluoromethanesulfonyl-4’-epineamine

Guidance literature:: Multi-step reaction with 7 steps

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

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

3: sodium azide / N,N-dimethyl-formamide / 15 h / 70 °C / Inert atmosphere

4: pyridine / dichloromethane / 1.5 h / 0 - 26 °C / Inert atmosphere

5: tetrahydrofuran / 2 h / 60 °C / Inert atmosphere

6: sodium methylate / methanol / 22 - 26 °C / Inert atmosphere

7: pyridine / dichloromethane / 1 h / 0 °C / Inert atmosphere

With pyridine; sodium azide; water; sodium methylate; acetic acid; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1039/c4md00072b