(tert-butoxycarbonyl)-2(S)-hydroxy-3(S)-amino-5-phenylpentanoyl-4(S)-Cl-Pro-NH-tert-Bu

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Chemical Name:(tert-butoxycarbonyl)-2(S)-hydroxy-3(S)-amino-5-phenylpentanoyl-4(S)-Cl-Pro-NH-tert-Bu
CAS No.:246877-36-1
Molecular Formula:C₂₅H₃₈ClN₃O₅
Molecular Weight:496.047
Hs Code.:

Synonyms:(tert-butoxycarbonyl)-2(S)-hydroxy-3(S)-amino-5-phenylpentanoyl-4(S)-Cl-Pro-NH-tert-Bu

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Chemical Property of (tert-butoxycarbonyl)-2(S)-hydroxy-3(S)-amino-5-phenylpentanoyl-4(S)-Cl-Pro-NH-tert-Bu

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Technology Process of (tert-butoxycarbonyl)-2(S)-hydroxy-3(S)-amino-5-phenylpentanoyl-4(S)-Cl-Pro-NH-tert-Bu

There total 8 articles about (tert-butoxycarbonyl)-2(S)-hydroxy-3(S)-amino-5-phenylpentanoyl-4(S)-Cl-Pro-NH-tert-Bu 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: 78.0%

: 246877-27-0
4(S)-Cl-Pro-tert-butylamide

: 250590-79-5
(tert-butoxycarbonyl)-2(S)-hydroxy-3(S)-amino-5-phenylpentanoic acid

: 246877-36-1
(tert-butoxycarbonyl)-2(S)-hydroxy-3(S)-amino-5-phenylpentanoyl-4(S)-Cl-Pro-NH-tert-Bu

Guidance literature:: With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; for 24h;
DOI:10.1016/S0968-0896(99)00127-3

Reference yield:

: 82732-07-8,108524-68-1,142926-43-0,100564-78-1
Boc-L-homophenylalanine

: 246877-36-1
(tert-butoxycarbonyl)-2(S)-hydroxy-3(S)-amino-5-phenylpentanoyl-4(S)-Cl-Pro-NH-tert-Bu

Guidance literature:: Multi-step reaction with 8 steps

1.1: 50 percent / Et₃N; isobutyl chloroformate / 5 h / 0 °C

2.1: 58 percent / tetrahydrofuran / 4 h / 20 °C

3.1: 90 percent / NaBH₄; CeCl₃*7H₂O / ethanol / 4 h / 0 °C

4.1: methanol / 4 h / -78 °C

4.2: Me₂S / -78 - 20 °C

5.1: 291 mg / 2-methyl-2-buten; NaClO₂; NaH₂PO₄ / 2-methyl-propan-2-ol / 5 h / 20 °C

6.1: 52 percent / benzene; methanol; hexane / 0.33 h

7.1: 152 mg / LiOH*H₂O / methanol / 24 h / 20 °C

8.1: 78 percent / EDCI*HCl; HOBt / dimethylformamide / 24 h

With lithium hydroxide; sodium chlorite; sodium tetrahydroborate; sodium dihydrogenphosphate; cerium(III) chloride; 2-methyl-but-2-ene; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; isobutyl chloroformate; In tetrahydrofuran; methanol; ethanol; hexane; N,N-dimethyl-formamide; tert-butyl alcohol; benzene; 1.1: Substitution / 2.1: Grignard reaction / 3.1: Reduction / 4.1: ozonolysis / 4.2: Reduction / 5.1: Oxidation / 6.1: Esterification / 7.1: Hydrolysis / 8.1: Acylation;
DOI:10.1016/S0968-0896(99)00127-3

Reference yield:

: 250590-77-3
{2(R,S)-hydroxy-1(S)-phenethylbut-3-enyl}carbamic acid tert-butyl ester

: 246877-36-1
(tert-butoxycarbonyl)-2(S)-hydroxy-3(S)-amino-5-phenylpentanoyl-4(S)-Cl-Pro-NH-tert-Bu

Guidance literature:: Multi-step reaction with 5 steps

1.1: methanol / 4 h / -78 °C

1.2: Me₂S / -78 - 20 °C

2.1: 291 mg / 2-methyl-2-buten; NaClO₂; NaH₂PO₄ / 2-methyl-propan-2-ol / 5 h / 20 °C

3.1: 52 percent / benzene; methanol; hexane / 0.33 h

4.1: 152 mg / LiOH*H₂O / methanol / 24 h / 20 °C

5.1: 78 percent / EDCI*HCl; HOBt / dimethylformamide / 24 h

With lithium hydroxide; sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In methanol; hexane; N,N-dimethyl-formamide; tert-butyl alcohol; benzene; 1.1: ozonolysis / 1.2: Reduction / 2.1: Oxidation / 3.1: Esterification / 4.1: Hydrolysis / 5.1: Acylation;
DOI:10.1016/S0968-0896(99)00127-3