Carbamic acid, [(1S,2S)-2-hydroxy-1-(2-naphthalenyl)-3-(phenylthio)propyl]-, 1,1-dimethylethyl ester

Base Information

Chemical Name:Carbamic acid, [(1S,2S)-2-hydroxy-1-(2-naphthalenyl)-3-(phenylthio)propyl]-, 1,1-dimethylethyl ester
CAS No.:799560-53-5
Molecular Formula:C24H27NO3S
Molecular Weight:409.549
Hs Code.:

Synonyms:

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Chemical Property of Carbamic acid, [(1S,2S)-2-hydroxy-1-(2-naphthalenyl)-3-(phenylthio)propyl]-, 1,1-dimethylethyl ester

Chemical Property:

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Technology Process of Carbamic acid, [(1S,2S)-2-hydroxy-1-(2-naphthalenyl)-3-(phenylthio)propyl]-, 1,1-dimethylethyl ester

There total 3 articles about Carbamic acid, [(1S,2S)-2-hydroxy-1-(2-naphthalenyl)-3-(phenylthio)propyl]-, 1,1-dimethylethyl ester 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%

: 1253912-55-8
(S)-2-[(S)-1-(tert-butoxycarbonylamino)-1-(2-naphthyl)methyl]oxirane

: 108-98-5
thiophenol

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

Guidance literature:: With triethylamine; In methanol; for 1h; Inert atmosphere; Reflux;
DOI:10.1002/cmdc.201000109

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 4 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

With sodium azide; di-isopropyl azodicarboxylate; palladium 10% on activated carbon; hydrogen; lithium perchlorate; triethylamine; triphenylphosphine; In methanol; chloroform; ethyl acetate; acetonitrile;
DOI:10.1002/cmdc.201000109

Reference yield:

: 39500-32-8,114833-07-7
(E)-3-(2-naphthyl)-2-propen-1-ol

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

Guidance literature:: Multi-step reaction with 5 steps

1: titanium(IV) isopropylate; tert.-butylhydroperoxide; D-(-)-diisopropyl tartrate / 2,2,4-trimethylpentane; dichloromethane / 3 h / -20 °C / Molecular sieve; Inert atmosphere

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

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

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

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

With titanium(IV) isopropylate; tert.-butylhydroperoxide; sodium azide; di-isopropyl azodicarboxylate; palladium 10% on activated carbon; hydrogen; lithium perchlorate; D-(-)-diisopropyl tartrate; triethylamine; triphenylphosphine; In methanol; 2,2,4-trimethylpentane; dichloromethane; chloroform; ethyl acetate; acetonitrile;
DOI:10.1002/cmdc.201000109