(2E)-(4S)-4-N-tert-butoxycarbonylamino-2-methyl-5-(triphenylmethylthio)-2-pentenoic acid allyl ester

Base Information

Chemical Name:(2E)-(4S)-4-N-tert-butoxycarbonylamino-2-methyl-5-(triphenylmethylthio)-2-pentenoic acid allyl ester
CAS No.:878626-74-5
Molecular Formula:C₃₃H₃₇NO₄S
Molecular Weight:543.727
Hs Code.:

Synonyms:(2E)-(4S)-4-N-tert-butoxycarbonylamino-2-methyl-5-(triphenylmethylthio)-2-pentenoic acid allyl ester

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (2E)-(4S)-4-N-tert-butoxycarbonylamino-2-methyl-5-(triphenylmethylthio)-2-pentenoic acid allyl ester

Chemical Property:

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Technology Process of (2E)-(4S)-4-N-tert-butoxycarbonylamino-2-methyl-5-(triphenylmethylthio)-2-pentenoic acid allyl ester

There total 5 articles about (2E)-(4S)-4-N-tert-butoxycarbonylamino-2-methyl-5-(triphenylmethylthio)-2-pentenoic acid allyl 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:

: (S,E)-4-((tert-butoxycarbonyl)amino)-2-methyl-5-(tritylthio)pent-2-enoic acid

: 106-95-6
allyl bromide

: 878626-74-5
(2E)-(4S)-4-N-tert-butoxycarbonylamino-2-methyl-5-(triphenylmethylthio)-2-pentenoic acid allyl ester

Guidance literature:: With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 2h;
DOI:10.1021/ol052907d

Reference yield:

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

: 878626-74-5
(2E)-(4S)-4-N-tert-butoxycarbonylamino-2-methyl-5-(triphenylmethylthio)-2-pentenoic acid allyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 1.96 g / toluene / 3 h / 20 °C

2: LiOH / 2-methyl-propan-2-ol; H₂O; tetrahydrofuran / 12 h / 20 °C

3: 502 mg / K₂CO₃ / dimethylformamide / 2 h / 20 °C

With lithium hydroxide; potassium carbonate; In tetrahydrofuran; water; N,N-dimethyl-formamide; toluene; tert-butyl alcohol; 1: Wittig olefination;
DOI:10.1021/ol052907d

Reference yield:

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

: 878626-74-5
(2E)-(4S)-4-N-tert-butoxycarbonylamino-2-methyl-5-(triphenylmethylthio)-2-pentenoic acid allyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: LiOH / 2-methyl-propan-2-ol; H₂O; tetrahydrofuran / 12 h / 20 °C

2: 502 mg / K₂CO₃ / dimethylformamide / 2 h / 20 °C

With lithium hydroxide; potassium carbonate; In tetrahydrofuran; water; N,N-dimethyl-formamide; tert-butyl alcohol;
DOI:10.1021/ol052907d