(2S,3S)-2-tert-butoxycarbonylamino-3-phenylpent-4-enoic acid tert-butyl ester

Base Information

Chemical Name:(2S,3S)-2-tert-butoxycarbonylamino-3-phenylpent-4-enoic acid tert-butyl ester
CAS No.:588702-50-5
Molecular Formula:C₂₀H₂₉NO₄
Molecular Weight:347.455
Hs Code.:

Synonyms:(2S,3S)-2-tert-butoxycarbonylamino-3-phenylpent-4-enoic acid tert-butyl ester

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Chemical Property of (2S,3S)-2-tert-butoxycarbonylamino-3-phenylpent-4-enoic acid tert-butyl ester

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Technology Process of (2S,3S)-2-tert-butoxycarbonylamino-3-phenylpent-4-enoic acid tert-butyl ester

There total 5 articles about (2S,3S)-2-tert-butoxycarbonylamino-3-phenylpent-4-enoic acid tert-butyl 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:

: 81477-94-3
N-(diphenylmethylene)glycine tert-butyl ester

: 588702-50-5
(2S,3S)-2-tert-butoxycarbonylamino-3-phenylpent-4-enoic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: KOH; chiral bidentate phosphite-type ligand / [Ir(cod)Cl]2 / toluene; H₂O / 20 h / 0 °C

2: citric acid / tetrahydrofuran; H₂O / 4 h / 20 °C

3: 56.8 mg / triethylamine / tetrahydrofuran / 1 h / 0 °C

With potassium hydroxide; chiral bidentate phosphite-type ligand; triethylamine; citric acid; bis(1,5-cyclooctadiene)diiridium(I) dichloride; In tetrahydrofuran; water; toluene;
DOI:10.1021/jo034638f

Reference yield:

: 85669-63-2
(E)-cinnamyl diethyl phosphate

: 588702-50-5
(2S,3S)-2-tert-butoxycarbonylamino-3-phenylpent-4-enoic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: chiral bidentate phosphite-type ligand / [Ir(cod)Cl]2 / tetrahydrofuran / 0.17 h / 20 °C

1.2: LiN(SiMe₃)2 / tetrahydrofuran / 0 °C

2.1: citric acid / tetrahydrofuran; H₂O / 4 h / 20 °C

3.1: 56.8 mg / triethylamine / tetrahydrofuran / 1 h / 0 °C

With chiral bidentate phosphite-type ligand; triethylamine; citric acid; bis(1,5-cyclooctadiene)diiridium(I) dichloride; In tetrahydrofuran; water;
DOI:10.1021/jo034638f

Reference yield:

: 7217-71-2
1-phenyl-2-propenyl acetate

: 588702-50-5
(2S,3S)-2-tert-butoxycarbonylamino-3-phenylpent-4-enoic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: KOH; chiral phase transfer catalyst; chiral phosphine-type ligand / Pd₂(dba)3*CHCl₃ / toluene; H₂O / 3.5 h / 0 °C

2: citric acid / tetrahydrofuran; H₂O / 4 h / 20 °C

3: 56.8 mg / triethylamine / tetrahydrofuran / 1 h / 0 °C

With potassium hydroxide; chiral phase transfer catalyst; chiral phosphine-type ligand; triethylamine; citric acid; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; In tetrahydrofuran; water; toluene;
DOI:10.1021/jo034638f