(1S,2S)-(+)-trans-1-azido(p-tolylsulfonyloxy)indane

Base Information

• Chemical Name: (1S,2S)-(+)-trans-1-azido(p-tolylsulfonyloxy)indane
• CAS No.: 438051-20-8
• Molecular Formula: C₁₆H₁₅N₃O₃S
• Molecular Weight: 329.379
• Mol file: 438051-20-8.mol

Synonyms:

Chemical Property of (1S,2S)-(+)-trans-1-azido(p-tolylsulfonyloxy)indane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1S,2S)-(+)-trans-1-azido(p-tolylsulfonyloxy)indane

There total 3 articles about (1S,2S)-(+)-trans-1-azido(p-tolylsulfonyloxy)indane 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:

p-toluenesulfonyl chloride (98-59-9) + trans-1-azidoindan-2-ol → (1R,2R)-(-)-trans-1-azido(p-tolylsulfonyloxy)indane + (1S,2S)-(+)-trans-1-azido(p-tolylsulfonyloxy)indane (438051-20-8)

Guidance literature:

With dmap; triethylamine; In dichloromethane; at 20 ℃; for 17h;

DOI:10.1039/b108538g

Reference yield:

trans-(1RS,2RS)-1-azido-2,3-dihydro-1H-inden-2-ol → (1S,2S)-(+)-trans-1-azido(p-tolylsulfonyloxy)indane (438051-20-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 37 percent / lipase 237.87 / hexane; diethyl ether / 3 h / 40 °C

2: 1.) NaH / 1.) THF, RT, 30 min, 2.) THF, RT, 3 h

With lipase 237.87; sodium hydride; In diethyl ether; hexane;

DOI:10.1016/S0957-4166(98)00330-9

Reference yield:

p-toluenesulfonyl chloride (98-59-9) + (1S,2S)-1-azido-2,3-dihydro-1H-inden-2-ol (180467-85-0) → (1S,2S)-(+)-trans-1-azido(p-tolylsulfonyloxy)indane (438051-20-8)

Guidance literature:

With sodium hydride; Multistep reaction; 1.) THF, RT, 30 min, 2.) THF, RT, 3 h;

DOI:10.1016/S0957-4166(98)00330-9

upstream raw materials:

p-toluenesulfonyl chloride

(1S,2S)-1-azido-2,3-dihydro-1H-inden-2-ol

Downstream raw materials:

(1S,2R)-(-)-cis-1,2-diaminoindane

Refernces

• 1、 Bit, Christelle,Mitrochkine, Anton A.,Gil, Gerard,Pierrot, Marcel,Reglier, Marius. "Synthesis of enantiomerically pure cis- and trans-1,2- diaminoindanes". . p. 3263 - 3273. Retrieved 2007/10/03.