tert-butyl (2S,3S)-2-hydroxy-5-phenyl-1-(phenylthio)pentan-3-ylcarbamate

Base Information

Chemical Name:tert-butyl (2S,3S)-2-hydroxy-5-phenyl-1-(phenylthio)pentan-3-ylcarbamate
CAS No.:799559-90-3
Molecular Formula:C₂₂H₂₉NO₃S
Molecular Weight:387.543
Hs Code.:

Synonyms:tert-butyl (2S,3S)-2-hydroxy-5-phenyl-1-(phenylthio)pentan-3-ylcarbamate

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Chemical Property of tert-butyl (2S,3S)-2-hydroxy-5-phenyl-1-(phenylthio)pentan-3-ylcarbamate

Chemical Property:

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Technology Process of tert-butyl (2S,3S)-2-hydroxy-5-phenyl-1-(phenylthio)pentan-3-ylcarbamate

There total 4 articles about tert-butyl (2S,3S)-2-hydroxy-5-phenyl-1-(phenylthio)pentan-3-ylcarbamate 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: 78.0%

: 108-98-5
thiophenol

: 799559-75-4,1217728-66-9
(S)-[(S)-1-(tert-butoxycarbonylamino)-3-phenylpropyl]oxirane

: 799559-90-3
tert-butyl (2S,3S)-2-hydroxy-5-phenyl-1-(phenylthio)pentan-3-ylcarbamate

Guidance literature:: With triethylamine; In methanol; for 4h; Heating;
DOI:10.1021/jo0268456

Reference yield:

: 154428-47-4
(2R,3R)-trans-2,3-epoxy-5-phenyl-1-pentanol

: 799559-90-3
tert-butyl (2S,3S)-2-hydroxy-5-phenyl-1-(phenylthio)pentan-3-ylcarbamate

Guidance literature:: Multi-step reaction with 4 steps

1: 70 percent / Ti(O-i-Pr)4 / CH₂Cl₂ / 20 °C

2: 93 percent / H₂ / Pd(OH)2/C / ethyl acetate / 20 °C

3: 92 percent / Ph₃P; diisopropyl azodicarboxylate / CHCl₃ / 20 h / Heating

4: 78 percent / Et₃N / methanol / 4 h / Heating

With titanium(IV) isopropylate; di-isopropyl azodicarboxylate; hydrogen; triethylamine; triphenylphosphine; palladium dihydroxide; In methanol; dichloromethane; chloroform; ethyl acetate; 3: Mitsunobu cyclization;
DOI:10.1021/jo0268456

Reference yield:

: 154079-56-8
(2S,3S)-3-diphenylmethylamino-5-phenyl-1,2-pentanediol

: 799559-90-3
tert-butyl (2S,3S)-2-hydroxy-5-phenyl-1-(phenylthio)pentan-3-ylcarbamate

Guidance literature:: Multi-step reaction with 3 steps

1: 93 percent / H₂ / Pd(OH)2/C / ethyl acetate / 20 °C

2: 92 percent / Ph₃P; diisopropyl azodicarboxylate / CHCl₃ / 20 h / Heating

3: 78 percent / Et₃N / methanol / 4 h / Heating

With di-isopropyl azodicarboxylate; hydrogen; triethylamine; triphenylphosphine; palladium dihydroxide; In methanol; chloroform; ethyl acetate; 2: Mitsunobu cyclization;
DOI:10.1021/jo0268456