(5-(4-benzoyl-phenyl)-1S-benzyl-2R-(tert-butyldimethylsilanyloxy)-4R-(1-(1S-carbamoyl-2-phenyl-ethylcarbamoyl)-3(1S)-methyl-butylcarbamoyl)-pentyl)carbamic acid tert-butyl ester

Base Information

Chemical Name:(5-(4-benzoyl-phenyl)-1S-benzyl-2R-(tert-butyldimethylsilanyloxy)-4R-(1-(1S-carbamoyl-2-phenyl-ethylcarbamoyl)-3(1S)-methyl-butylcarbamoyl)-pentyl)carbamic acid tert-butyl ester
CAS No.:794525-89-6
Molecular Formula:C₅₂H₇₀N₄O₇Si
Molecular Weight:891.236
Hs Code.:

(5-(4-benzoyl-phenyl)-1S-benzyl-2R-(tert-butyldimethylsilanyloxy)-4R-(1-(1S-carbamoyl-2-phenyl-ethylcarbamoyl)-3(1S)-methyl-butylcarbamoyl)-pentyl)carbamic acid tert-butyl ester

Synonyms:(5-(4-benzoyl-phenyl)-1S-benzyl-2R-(tert-butyldimethylsilanyloxy)-4R-(1-(1S-carbamoyl-2-phenyl-ethylcarbamoyl)-3(1S)-methyl-butylcarbamoyl)-pentyl)carbamic acid tert-butyl ester

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Chemical Property of (5-(4-benzoyl-phenyl)-1S-benzyl-2R-(tert-butyldimethylsilanyloxy)-4R-(1-(1S-carbamoyl-2-phenyl-ethylcarbamoyl)-3(1S)-methyl-butylcarbamoyl)-pentyl)carbamic acid tert-butyl ester

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Technology Process of (5-(4-benzoyl-phenyl)-1S-benzyl-2R-(tert-butyldimethylsilanyloxy)-4R-(1-(1S-carbamoyl-2-phenyl-ethylcarbamoyl)-3(1S)-methyl-butylcarbamoyl)-pentyl)carbamic acid tert-butyl ester

There total 17 articles about (5-(4-benzoyl-phenyl)-1S-benzyl-2R-(tert-butyldimethylsilanyloxy)-4R-(1-(1S-carbamoyl-2-phenyl-ethylcarbamoyl)-3(1S)-methyl-butylcarbamoyl)-pentyl)carbamic 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: 87.0%

: 74214-38-3
L-leucyl-L-phenylalaninamide hydrochloride

: 794525-92-1
2R-(4-benzoyl-benzyl)-5S-tert-butoxycarbonylamino-4R-(tert-butyldimethylsilanyloxy)-6-phenyl-hexanoic acid

: 794525-89-6
(5-(4-benzoyl-phenyl)-1S-benzyl-2R-(tert-butyldimethylsilanyloxy)-4R-(1-(1S-carbamoyl-2-phenyl-ethylcarbamoyl)-3(1S)-methyl-butylcarbamoyl)-pentyl)carbamic acid tert-butyl ester

Guidance literature:: With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃;
DOI:10.1021/jo0486948

Reference yield:

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

: 794525-89-6
(5-(4-benzoyl-phenyl)-1S-benzyl-2R-(tert-butyldimethylsilanyloxy)-4R-(1-(1S-carbamoyl-2-phenyl-ethylcarbamoyl)-3(1S)-methyl-butylcarbamoyl)-pentyl)carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 9 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

8.1: imidazole / dimethylformamide / 20 °C

8.2: 129 mg / MeOH / dimethylformamide / 2 h

9.1: 87 percent / 1-(dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride; 1-hydroxybenzotriazole; Hunig's base / dimethylformamide / 20 °C

With 1H-imidazole; lithium hydroxide; n-butyllithium; hydrogen; benzotriazol-1-ol; toluene-4-sulfonic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; 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

: 794525-89-6
(5-(4-benzoyl-phenyl)-1S-benzyl-2R-(tert-butyldimethylsilanyloxy)-4R-(1-(1S-carbamoyl-2-phenyl-ethylcarbamoyl)-3(1S)-methyl-butylcarbamoyl)-pentyl)carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 7 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

6.1: imidazole / dimethylformamide / 20 °C

6.2: 129 mg / MeOH / dimethylformamide / 2 h

7.1: 87 percent / 1-(dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride; 1-hydroxybenzotriazole; Hunig's base / dimethylformamide / 20 °C

With 1H-imidazole; lithium hydroxide; hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; 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