(2S,3R)-2-[(R)-2-(2-Benzyloxy-4-methoxy-phenyl)-2-(2,2,2-trifluoro-acetylamino)-acetylamino]-N-[(S)-(3,5-dimethoxy-phenyl)-methylcarbamoyl-methyl]-3-(4-fluoro-3-nitro-phenyl)-3-hydroxy-propionamide

Base Information

Chemical Name:(2S,3R)-2-[(R)-2-(2-Benzyloxy-4-methoxy-phenyl)-2-(2,2,2-trifluoro-acetylamino)-acetylamino]-N-[(S)-(3,5-dimethoxy-phenyl)-methylcarbamoyl-methyl]-3-(4-fluoro-3-nitro-phenyl)-3-hydroxy-propionamide
CAS No.:218901-88-3
Molecular Formula:C₃₈H₃₇F₄N₅O₁₁
Molecular Weight:815.732
Hs Code.:

(2S,3R)-2-[(R)-2-(2-Benzyloxy-4-methoxy-phenyl)-2-(2,2,2-trifluoro-acetylamino)-acetylamino]-N-[(S)-(3,5-dimethoxy-phenyl)-methylcarbamoyl-methyl]-3-(4-fluoro-3-nitro-phenyl)-3-hydroxy-propionamide

Synonyms:(2S,3R)-2-[(R)-2-(2-Benzyloxy-4-methoxy-phenyl)-2-(2,2,2-trifluoro-acetylamino)-acetylamino]-N-[(S)-(3,5-dimethoxy-phenyl)-methylcarbamoyl-methyl]-3-(4-fluoro-3-nitro-phenyl)-3-hydroxy-propionamide

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Chemical Property of (2S,3R)-2-[(R)-2-(2-Benzyloxy-4-methoxy-phenyl)-2-(2,2,2-trifluoro-acetylamino)-acetylamino]-N-[(S)-(3,5-dimethoxy-phenyl)-methylcarbamoyl-methyl]-3-(4-fluoro-3-nitro-phenyl)-3-hydroxy-propionamide

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Technology Process of (2S,3R)-2-[(R)-2-(2-Benzyloxy-4-methoxy-phenyl)-2-(2,2,2-trifluoro-acetylamino)-acetylamino]-N-[(S)-(3,5-dimethoxy-phenyl)-methylcarbamoyl-methyl]-3-(4-fluoro-3-nitro-phenyl)-3-hydroxy-propionamide

There total 13 articles about (2S,3R)-2-[(R)-2-(2-Benzyloxy-4-methoxy-phenyl)-2-(2,2,2-trifluoro-acetylamino)-acetylamino]-N-[(S)-(3,5-dimethoxy-phenyl)-methylcarbamoyl-methyl]-3-(4-fluoro-3-nitro-phenyl)-3-hydroxy-propionamide 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:

: 42564-51-2
4-fluoro-3-nitrobenzaldehyde

: 218901-88-3
(2S,3R)-2-[(R)-2-(2-Benzyloxy-4-methoxy-phenyl)-2-(2,2,2-trifluoro-acetylamino)-acetylamino]-N-[(S)-(3,5-dimethoxy-phenyl)-methylcarbamoyl-methyl]-3-(4-fluoro-3-nitro-phenyl)-3-hydroxy-propionamide

Guidance literature:: Multi-step reaction with 10 steps

1: 1.) Sn(OTf)2, N-ethylpiperidine / 1.) THF, -78 deg C

2: DMAP / CH₂Cl₂

3: HCO₂H, H₂O₂ / H₂O

4: LiOOH / -10 °C

5: EDCI*HCl, HOBt / tetrahydrofuran / 0 °C

6: LiOH / methanol; H₂O

7: TFA, Me₂S / CH₂Cl₂ / 0 °C

8: EDCI*HCl, HOBt / tetrahydrofuran / 0 °C

9: TFA, Me₂S / CH₂Cl₂ / 0 °C

10: 2,6-lutidine / CH₂Cl₂ / Ambient temperature

With 1-ethyl-piperidine; 2,6-dimethylpyridine; dmap; lithium hydroxide; tin(II) trifluoromethanesulfonate; formic acid; lithium hydroperoxide; dimethylsulfide; dihydrogen peroxide; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; In tetrahydrofuran; methanol; dichloromethane; water;
DOI:10.1002/(SICI)1521-3773(19981016)37:19<2700::AID-ANIE2700>3.0.CO;2-P

Reference yield:

: 1026848-12-3
2-amino-2-(3,5-dimethoxy-phenyl)-N-methyl-acetamide

: 218901-88-3
(2S,3R)-2-[(R)-2-(2-Benzyloxy-4-methoxy-phenyl)-2-(2,2,2-trifluoro-acetylamino)-acetylamino]-N-[(S)-(3,5-dimethoxy-phenyl)-methylcarbamoyl-methyl]-3-(4-fluoro-3-nitro-phenyl)-3-hydroxy-propionamide

Guidance literature:: Multi-step reaction with 6 steps

1: EDCI*HCl, HOBt / tetrahydrofuran / 0 °C

2: LiOH / methanol; H₂O

3: TFA, Me₂S / CH₂Cl₂ / 0 °C

4: EDCI*HCl, HOBt / tetrahydrofuran / 0 °C

5: TFA, Me₂S / CH₂Cl₂ / 0 °C

6: 2,6-lutidine / CH₂Cl₂ / Ambient temperature

With 2,6-dimethylpyridine; lithium hydroxide; dimethylsulfide; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; In tetrahydrofuran; methanol; dichloromethane; water;
DOI:10.1002/(SICI)1521-3773(19981016)37:19<2700::AID-ANIE2700>3.0.CO;2-P

Reference yield:

: [(3,5-dimethoxy-phenyl)-methylcarbamoyl-methyl]-carbamic acid tert-butyl ester

: 218901-88-3
(2S,3R)-2-[(R)-2-(2-Benzyloxy-4-methoxy-phenyl)-2-(2,2,2-trifluoro-acetylamino)-acetylamino]-N-[(S)-(3,5-dimethoxy-phenyl)-methylcarbamoyl-methyl]-3-(4-fluoro-3-nitro-phenyl)-3-hydroxy-propionamide

Guidance literature:: Multi-step reaction with 7 steps

1: TFA, Me₂S / CH₂Cl₂ / 0 °C

2: EDCI*HCl, HOBt / tetrahydrofuran / 0 °C

3: LiOH / methanol; H₂O

4: TFA, Me₂S / CH₂Cl₂ / 0 °C

5: EDCI*HCl, HOBt / tetrahydrofuran / 0 °C

6: TFA, Me₂S / CH₂Cl₂ / 0 °C

7: 2,6-lutidine / CH₂Cl₂ / Ambient temperature

With 2,6-dimethylpyridine; lithium hydroxide; dimethylsulfide; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; In tetrahydrofuran; methanol; dichloromethane; water;
DOI:10.1002/(SICI)1521-3773(19981016)37:19<2700::AID-ANIE2700>3.0.CO;2-P