(S)-2-({(3R,5S)-5-[(S)-1-((S)-1-tert-Butoxycarbonyl-ethylcarbamoyl)-2-phenyl-ethylcarbamoyl]-isoxazolidine-3-carbonyl}-amino)-3-phenyl-propionic acid benzyl ester

Base Information

Chemical Name:(S)-2-({(3R,5S)-5-[(S)-1-((S)-1-tert-Butoxycarbonyl-ethylcarbamoyl)-2-phenyl-ethylcarbamoyl]-isoxazolidine-3-carbonyl}-amino)-3-phenyl-propionic acid benzyl ester
CAS No.:366785-59-3
Molecular Formula:C₃₇H₄₄N₄O₈
Molecular Weight:672.778
Hs Code.:

(S)-2-({(3R,5S)-5-[(S)-1-((S)-1-tert-Butoxycarbonyl-ethylcarbamoyl)-2-phenyl-ethylcarbamoyl]-isoxazolidine-3-carbonyl}-amino)-3-phenyl-propionic acid benzyl ester

Synonyms:(S)-2-({(3R,5S)-5-[(S)-1-((S)-1-tert-Butoxycarbonyl-ethylcarbamoyl)-2-phenyl-ethylcarbamoyl]-isoxazolidine-3-carbonyl}-amino)-3-phenyl-propionic acid benzyl ester

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Chemical Property of (S)-2-({(3R,5S)-5-[(S)-1-((S)-1-tert-Butoxycarbonyl-ethylcarbamoyl)-2-phenyl-ethylcarbamoyl]-isoxazolidine-3-carbonyl}-amino)-3-phenyl-propionic acid benzyl ester

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Technology Process of (S)-2-({(3R,5S)-5-[(S)-1-((S)-1-tert-Butoxycarbonyl-ethylcarbamoyl)-2-phenyl-ethylcarbamoyl]-isoxazolidine-3-carbonyl}-amino)-3-phenyl-propionic acid benzyl ester

There total 10 articles about (S)-2-({(3R,5S)-5-[(S)-1-((S)-1-tert-Butoxycarbonyl-ethylcarbamoyl)-2-phenyl-ethylcarbamoyl]-isoxazolidine-3-carbonyl}-amino)-3-phenyl-propionic acid benzyl 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:

: 542-92-7,25568-84-7,7313-32-8
cyclopenta-1,3-diene

: 366785-59-3
(S)-2-({(3R,5S)-5-[(S)-1-((S)-1-tert-Butoxycarbonyl-ethylcarbamoyl)-2-phenyl-ethylcarbamoyl]-isoxazolidine-3-carbonyl}-amino)-3-phenyl-propionic acid benzyl ester

Guidance literature:: Multi-step reaction with 10 steps

1.1: 74 percent / NaIO₄ / methanol; H₂O / 0.5 h / 0 °C

2.1: NaIO₄; RuCl₃*H₂O / ethyl acetate; acetonitrile; H₂O / 2 h / 20 °C

3.1: 9.87 g / diethyl ether / 1 h

4.1: Chirazyme L-2; sodium phosphate; NaOH / toluene; H₂O / 8 h / pH 7.6 - 7.8

4.2: HCl (g) / ethyl acetate / 0 °C

4.3: HATU; Et₃N / acetonitrile / 18 h

5.1: 89 percent / Et₃N; PyBOP / acetonitrile / 10 h

6.1: H₂ / Pd/C / methanol

7.1: 0.088 g / Et₃N; PyBOP / acetonitrile / 7 h

8.1: LiOH; H₂O / tetrahydrofuran / -10 - 20 °C

9.1: 0.066 g / Et₃N; PyBOP / acetonitrile / 3 h

10.1: HCl / ethyl acetate

With hydrogenchloride; ruthenium trichloride; lithium hydroxide; sodium hydroxide; sodium periodate; Chirazyme L-2; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; water; hydrogen; triethylamine; sodium phosphate; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; water; ethyl acetate; toluene; acetonitrile; 1.1: Diels-Alder reaction;
DOI:10.1021/jo010284l

Reference yield:

: t-butyl (+/-)-(1S,4R)-2-oxa-3-azabicyclo[2.2.1]hept-5-ene-3-carboxylate

: 366785-59-3
(S)-2-({(3R,5S)-5-[(S)-1-((S)-1-tert-Butoxycarbonyl-ethylcarbamoyl)-2-phenyl-ethylcarbamoyl]-isoxazolidine-3-carbonyl}-amino)-3-phenyl-propionic acid benzyl ester

Guidance literature:: Multi-step reaction with 9 steps

1.1: NaIO₄; RuCl₃*H₂O / ethyl acetate; acetonitrile; H₂O / 2 h / 20 °C

2.1: 9.87 g / diethyl ether / 1 h

3.1: Chirazyme L-2; sodium phosphate; NaOH / toluene; H₂O / 8 h / pH 7.6 - 7.8

3.2: HCl (g) / ethyl acetate / 0 °C

3.3: HATU; Et₃N / acetonitrile / 18 h

4.1: 89 percent / Et₃N; PyBOP / acetonitrile / 10 h

5.1: H₂ / Pd/C / methanol

6.1: 0.088 g / Et₃N; PyBOP / acetonitrile / 7 h

7.1: LiOH; H₂O / tetrahydrofuran / -10 - 20 °C

8.1: 0.066 g / Et₃N; PyBOP / acetonitrile / 3 h

9.1: HCl / ethyl acetate

With hydrogenchloride; ruthenium trichloride; lithium hydroxide; sodium hydroxide; sodium periodate; Chirazyme L-2; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; water; hydrogen; triethylamine; sodium phosphate; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; water; ethyl acetate; toluene; acetonitrile;
DOI:10.1021/jo010284l

Reference yield:

: (3S,5R)-Isoxazolidine-2,3,5-tricarboxylic acid 2-tert-butyl ester 3,5-dimethyl ester

: 366785-59-3
(S)-2-({(3R,5S)-5-[(S)-1-((S)-1-tert-Butoxycarbonyl-ethylcarbamoyl)-2-phenyl-ethylcarbamoyl]-isoxazolidine-3-carbonyl}-amino)-3-phenyl-propionic acid benzyl ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: Chirazyme L-2; sodium phosphate; NaOH / toluene; H₂O / 8 h / pH 7.6 - 7.8

1.2: HCl (g) / ethyl acetate / 0 °C

1.3: HATU; Et₃N / acetonitrile / 18 h

2.1: 89 percent / Et₃N; PyBOP / acetonitrile / 10 h

3.1: H₂ / Pd/C / methanol

4.1: 0.088 g / Et₃N; PyBOP / acetonitrile / 7 h

5.1: LiOH; H₂O / tetrahydrofuran / -10 - 20 °C

6.1: 0.066 g / Et₃N; PyBOP / acetonitrile / 3 h

7.1: HCl / ethyl acetate

With hydrogenchloride; lithium hydroxide; sodium hydroxide; Chirazyme L-2; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; water; hydrogen; triethylamine; sodium phosphate; palladium on activated charcoal; In tetrahydrofuran; methanol; water; ethyl acetate; toluene; acetonitrile;
DOI:10.1021/jo010284l