(2R,4R,5S)-2-(4-Benzoyl-benzyl)-5-tert-butoxycarbonylamino-4-hydroxy-6-phenyl-hexanoic acid

Base Information

Chemical Name:(2R,4R,5S)-2-(4-Benzoyl-benzyl)-5-tert-butoxycarbonylamino-4-hydroxy-6-phenyl-hexanoic acid
CAS No.:1027947-47-2
Molecular Formula:C₃₁H₃₅NO₆
Molecular Weight:517.622
Hs Code.:

Synonyms:(2R,4R,5S)-2-(4-Benzoyl-benzyl)-5-tert-butoxycarbonylamino-4-hydroxy-6-phenyl-hexanoic acid

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Chemical Property of (2R,4R,5S)-2-(4-Benzoyl-benzyl)-5-tert-butoxycarbonylamino-4-hydroxy-6-phenyl-hexanoic acid

Chemical Property:

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Technology Process of (2R,4R,5S)-2-(4-Benzoyl-benzyl)-5-tert-butoxycarbonylamino-4-hydroxy-6-phenyl-hexanoic acid

There total 11 articles about (2R,4R,5S)-2-(4-Benzoyl-benzyl)-5-tert-butoxycarbonylamino-4-hydroxy-6-phenyl-hexanoic acid 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:

: 794525-91-0
(1S-(4-(4R-benzoyl-benzyl)-5-oxo-tetrahydrofuran-2-yl)-2R-phenylethyl)carbamic acid tert-butyl ester

: 1027947-47-2
(2R,4R,5S)-2-(4-Benzoyl-benzyl)-5-tert-butoxycarbonylamino-4-hydroxy-6-phenyl-hexanoic acid

Guidance literature:: With lithium hydroxide; In 1,2-dimethoxyethane; at 20 ℃; for 5h;
DOI:10.1021/jo0486948

Reference yield:

: 90-90-4
(4-bromophenyl)(phenyl)methanone

: 1027947-47-2
(2R,4R,5S)-2-(4-Benzoyl-benzyl)-5-tert-butoxycarbonylamino-4-hydroxy-6-phenyl-hexanoic acid

Guidance literature:: Multi-step reaction with 7 steps

1.1: 92 percent / p-TsOH / benzene / 44 h / Heating

2.1: 95 percent / n-BuLi / tetrahydrofuran / -78 °C

3.1: LDA / tetrahydrofuran / 0.5 h / -78 °C

3.2: tetrahydrofuran / 0.5 h / -78 °C

3.3: 80 percent / Ac₂O; Et₃N / 1 h / 120 °C

4.1: 90 percent / H₂ / PtO₂ / ethyl acetate / 2 h / 20 °C

5.1: TFA / 20 °C

6.1: 108 mg / Et₃N / CHCl₃; dimethylformamide; H₂O / 3 h / 20 °C

7.1: aq. LiOH / 1,2-dimethoxy-ethane / 5 h / 20 °C

With lithium hydroxide; n-butyllithium; hydrogen; toluene-4-sulfonic acid; triethylamine; trifluoroacetic acid; lithium diisopropyl amide; platinum(IV) oxide; In tetrahydrofuran; 1,2-dimethoxyethane; chloroform; water; ethyl acetate; N,N-dimethyl-formamide; benzene;
DOI:10.1021/jo0486948

Reference yield:

: 135130-98-2
(4R)-4-{1-[(S)-(tert-butoxycarbonyl)amino]-2-phenylethyl}-γ-butyrolactone

: 1027947-47-2
(2R,4R,5S)-2-(4-Benzoyl-benzyl)-5-tert-butoxycarbonylamino-4-hydroxy-6-phenyl-hexanoic acid

Guidance literature:: Multi-step reaction with 5 steps

1.1: LDA / tetrahydrofuran / 0.5 h / -78 °C

1.2: tetrahydrofuran / 0.5 h / -78 °C

1.3: 80 percent / Ac₂O; Et₃N / 1 h / 120 °C

2.1: 90 percent / H₂ / PtO₂ / ethyl acetate / 2 h / 20 °C

3.1: TFA / 20 °C

4.1: 108 mg / Et₃N / CHCl₃; dimethylformamide; H₂O / 3 h / 20 °C

5.1: aq. LiOH / 1,2-dimethoxy-ethane / 5 h / 20 °C

With lithium hydroxide; hydrogen; triethylamine; trifluoroacetic acid; lithium diisopropyl amide; platinum(IV) oxide; In tetrahydrofuran; 1,2-dimethoxyethane; chloroform; water; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/jo0486948