(3R,E)-3-(tert-butoxycarbonylamino)-3-(2-naphthyl)-1-phenylsulfonyl-1-propene

Base Information

Chemical Name:(3R,E)-3-(tert-butoxycarbonylamino)-3-(2-naphthyl)-1-phenylsulfonyl-1-propene
CAS No.:1253911-91-9
Molecular Formula:C₂₄H₂₅NO₄S
Molecular Weight:423.533
Hs Code.:

Synonyms:(3R,E)-3-(tert-butoxycarbonylamino)-3-(2-naphthyl)-1-phenylsulfonyl-1-propene

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Chemical Property of (3R,E)-3-(tert-butoxycarbonylamino)-3-(2-naphthyl)-1-phenylsulfonyl-1-propene

Chemical Property:

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Technology Process of (3R,E)-3-(tert-butoxycarbonylamino)-3-(2-naphthyl)-1-phenylsulfonyl-1-propene

There total 5 articles about (3R,E)-3-(tert-butoxycarbonylamino)-3-(2-naphthyl)-1-phenylsulfonyl-1-propene 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: 100.0%

: 799560-39-7
(2S,3S)-3-(tert-butoxycarbonylamino)-3-(2-naphthyl)-1-phenylsulfonyl-2-propanol

: 1253911-91-9
(3R,E)-3-(tert-butoxycarbonylamino)-3-(2-naphthyl)-1-phenylsulfonyl-1-propene

Guidance literature:: With N-cyclohexyl-N'-β-(4-methylmorpholinium)ethylcarbodiimide p-toluenesulfonate; copper dichloride; In acetonitrile; at 70 ℃; for 0.5h;
DOI:10.1002/cmdc.201000109

Reference yield:

: (2S,3R)-2,3-epoxy-3-(2-naphthyl)propanol

: 1253911-91-9
(3R,E)-3-(tert-butoxycarbonylamino)-3-(2-naphthyl)-1-phenylsulfonyl-1-propene

Guidance literature:: Multi-step reaction with 6 steps

1: sodium azide; lithium perchlorate / acetonitrile / 3 h / 65 °C

2: palladium 10% on activated carbon; hydrogen / ethyl acetate / 27 h / 20 °C / 760.05 Torr

3: di-isopropyl azodicarboxylate; triphenylphosphine / chloroform / 4.5 h / Reflux

4: triethylamine / methanol / 1 h / Inert atmosphere; Reflux

5: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 1.5 h / 20 °C

6: N-cyclohexyl-N'-β-(4-methylmorpholinium)ethylcarbodiimide p-toluenesulfonate; copper dichloride / acetonitrile / 0.5 h / 70 °C

With sodium azide; di-isopropyl azodicarboxylate; palladium 10% on activated carbon; hydrogen; lithium perchlorate; N-cyclohexyl-N'-β-(4-methylmorpholinium)ethylcarbodiimide p-toluenesulfonate; triethylamine; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; copper dichloride; In methanol; dichloromethane; chloroform; ethyl acetate; acetonitrile;
DOI:10.1002/cmdc.201000109

Reference yield:

: 799560-53-5
(2S,3S)-3-(tert-butoxycarbonylamino)-3-(2-naphthyl)-1-phenylthio-2-propanol

: 1253911-91-9
(3R,E)-3-(tert-butoxycarbonylamino)-3-(2-naphthyl)-1-phenylsulfonyl-1-propene

Guidance literature:: Multi-step reaction with 2 steps

1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 1.5 h / 20 °C

2: N-cyclohexyl-N'-β-(4-methylmorpholinium)ethylcarbodiimide p-toluenesulfonate; copper dichloride / acetonitrile / 0.5 h / 70 °C

With N-cyclohexyl-N'-β-(4-methylmorpholinium)ethylcarbodiimide p-toluenesulfonate; 3-chloro-benzenecarboperoxoic acid; copper dichloride; In dichloromethane; acetonitrile;
DOI:10.1002/cmdc.201000109