(E)-(S)-4-tert-butoxycarbonylamino-2-methyl-5-(triphenylmethylthio)pentanoic acid ethyl ether

Base Information

Chemical Name:(E)-(S)-4-tert-butoxycarbonylamino-2-methyl-5-(triphenylmethylthio)pentanoic acid ethyl ether
CAS No.:878626-79-0
Molecular Formula:C₃₂H₃₇NO₄S
Molecular Weight:531.716
Hs Code.:

Synonyms:(E)-(S)-4-tert-butoxycarbonylamino-2-methyl-5-(triphenylmethylthio)pentanoic acid ethyl ether

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Chemical Property of (E)-(S)-4-tert-butoxycarbonylamino-2-methyl-5-(triphenylmethylthio)pentanoic acid ethyl ether

Chemical Property:

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Technology Process of (E)-(S)-4-tert-butoxycarbonylamino-2-methyl-5-(triphenylmethylthio)pentanoic acid ethyl ether

There total 3 articles about (E)-(S)-4-tert-butoxycarbonylamino-2-methyl-5-(triphenylmethylthio)pentanoic acid ethyl ether 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:

: 175357-57-0
tert-butyl (S)-(1-oxo-3-(tritylthio)propan-2-yl)carbamate

: 21382-82-1
(carbethoxyethylidene)triphenylphosphorane

: 878626-79-0
(E)-(S)-4-tert-butoxycarbonylamino-2-methyl-5-(triphenylmethylthio)pentanoic acid ethyl ether

Guidance literature:: In toluene; at 20 ℃; for 3h;
DOI:10.1021/ol052907d

Reference yield:

: 249507-22-0
(S)-N-methyl-N-methoxy-2-tert-butoxycarbonylamino-3-(triphenylmethylthio)propionamide

: 878626-79-0
(E)-(S)-4-tert-butoxycarbonylamino-2-methyl-5-(triphenylmethylthio)pentanoic acid ethyl ether

Guidance literature:: Multi-step reaction with 2 steps

1: DIBALH / toluene / 0.25 h / -78 °C

2: 1.96 g / toluene / 3 h / 20 °C

With diisobutylaluminium hydride; In toluene; 2: Wittig olefination;
DOI:10.1021/ol052907d

Reference yield:

: N-(tert-butoxycarbonyl)-S-trityl-D-cysteine

: 878626-79-0
(E)-(S)-4-tert-butoxycarbonylamino-2-methyl-5-(triphenylmethylthio)pentanoic acid ethyl ether

Guidance literature:: Multi-step reaction with 3 steps

1: 95 percent / iPr₂NEt; HOBt; EDCI*HCl / CH₂Cl₂ / 2.5 h / 20 °C

2: DIBALH / toluene / 0.25 h / -78 °C

3: 1.96 g / toluene / 3 h / 20 °C

With diisobutylaluminium hydride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In dichloromethane; toluene; 3: Wittig olefination;
DOI:10.1021/ol052907d