(S)-[(S)-2-{[(R)-2-Amino-2-(3,5-dichloro-4-methoxy-phenyl)-acetyl]-methyl-amino}-3-(4-fluoro-3-nitro-phenyl)-propionylamino]-(4-methoxy-phenyl)-acetic acid methyl ester

Base Information

Chemical Name:(S)-[(S)-2-{[(R)-2-Amino-2-(3,5-dichloro-4-methoxy-phenyl)-acetyl]-methyl-amino}-3-(4-fluoro-3-nitro-phenyl)-propionylamino]-(4-methoxy-phenyl)-acetic acid methyl ester
CAS No.:249757-20-8
Molecular Formula:C₂₉H₂₉Cl₂FN₄O₈
Molecular Weight:651.476
Hs Code.:

(S)-[(S)-2-{[(R)-2-Amino-2-(3,5-dichloro-4-methoxy-phenyl)-acetyl]-methyl-amino}-3-(4-fluoro-3-nitro-phenyl)-propionylamino]-(4-methoxy-phenyl)-acetic acid methyl ester

Synonyms:(S)-[(S)-2-{[(R)-2-Amino-2-(3,5-dichloro-4-methoxy-phenyl)-acetyl]-methyl-amino}-3-(4-fluoro-3-nitro-phenyl)-propionylamino]-(4-methoxy-phenyl)-acetic acid methyl ester

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Chemical Property of (S)-[(S)-2-{[(R)-2-Amino-2-(3,5-dichloro-4-methoxy-phenyl)-acetyl]-methyl-amino}-3-(4-fluoro-3-nitro-phenyl)-propionylamino]-(4-methoxy-phenyl)-acetic acid methyl ester

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Technology Process of (S)-[(S)-2-{[(R)-2-Amino-2-(3,5-dichloro-4-methoxy-phenyl)-acetyl]-methyl-amino}-3-(4-fluoro-3-nitro-phenyl)-propionylamino]-(4-methoxy-phenyl)-acetic acid methyl ester

There total 19 articles about (S)-[(S)-2-{[(R)-2-Amino-2-(3,5-dichloro-4-methoxy-phenyl)-acetyl]-methyl-amino}-3-(4-fluoro-3-nitro-phenyl)-propionylamino]-(4-methoxy-phenyl)-acetic acid methyl 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:

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

: 249757-20-8
(S)-[(S)-2-{[(R)-2-Amino-2-(3,5-dichloro-4-methoxy-phenyl)-acetyl]-methyl-amino}-3-(4-fluoro-3-nitro-phenyl)-propionylamino]-(4-methoxy-phenyl)-acetic acid methyl ester

Guidance literature:: Multi-step reaction with 11 steps

1: 98 percent / NaBH₄ / methanol

2: 82 percent / PBr₃ / toluene

3: 54 percent / n-C₄H₉Li; CuCN / tetrahydrofuran / 20 °C

4: 65 percent / TFA / acetonitrile; H₂O

5: 54 percent / N(C₂H₅)3 / tetrahydrofuran / 16 h / 20 °C

6: 83 percent / Ag₂O / dimethylformamide / 60 h / 60 °C

7: 90 percent / K₂CO₃; H₂O / methanol / 6 h / 20 °C

8: N(C₂H₅)3; EDC; HOBT / CH₂Cl₂ / 2 h / 20 °C

9: NaI; TMSCl / CHCl₃ / 0.17 h / 20 °C

10: bromo-tris(pyrrolidino)phosphonium hexafluorophosphate / CH₂Cl₂ / 0 °C

11: NaI; TMSCl / CHCl₃ / 20 °C

With sodium tetrahydroborate; n-butyllithium; chloro-trimethyl-silane; water; phosphorus tribromide; potassium carbonate; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate; trifluoroacetic acid; sodium iodide; silver(l) oxide; In tetrahydrofuran; methanol; dichloromethane; chloroform; water; N,N-dimethyl-formamide; toluene; acetonitrile; 1: Reduction / 2: Bromination / 3: Alkylation / 4: Hydrolysis / 5: Acylation / 6: Methylation / 7: Hydrolysis / 8: Acylation / 9: deacylation / 10: Acylation / 11: deacylation;
DOI:10.3987/COM-99-8514

Reference yield:

: 193073-53-9
[(R)-(3,5-dichloro-4-methoxyphenyl)-(S)-(2-hydroxy-1-phenylethylamino)]acetic acid methyl ester

: 249757-20-8
(S)-[(S)-2-{[(R)-2-Amino-2-(3,5-dichloro-4-methoxy-phenyl)-acetyl]-methyl-amino}-3-(4-fluoro-3-nitro-phenyl)-propionylamino]-(4-methoxy-phenyl)-acetic acid methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: Pb(OAc)4; phosphate buffer / CH₂Cl₂; methanol / 0.5 h / 0 °C / pH 7

1.2: 82 percent / HCl / diethyl ether / 3 h / 20 °C

2.1: 92 percent / N(C₂H₅)3 / tetrahydrofuran / 5 h / 20 °C

3.1: 67 percent / aq. K₂CO₃ / methanol / 2 h / 20 °C

4.1: bromo-tris(pyrrolidino)phosphonium hexafluorophosphate / CH₂Cl₂ / 0 °C

5.1: NaI; TMSCl / CHCl₃ / 20 °C

With lead(IV) acetate; chloro-trimethyl-silane; phosphate buffer; potassium carbonate; triethylamine; bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate; sodium iodide; In tetrahydrofuran; methanol; dichloromethane; chloroform; 1.1: oxidative cleavage / 1.2: Hydrolysis / 2.1: Acylation / 3.1: Hydrolysis / 4.1: Acylation / 5.1: deacylation;
DOI:10.3987/COM-99-8514

Reference yield:

: (R)-(3,5-dichloro-4-methoxy)phenylglycine methyl ester hydrochloride

: 249757-20-8
(S)-[(S)-2-{[(R)-2-Amino-2-(3,5-dichloro-4-methoxy-phenyl)-acetyl]-methyl-amino}-3-(4-fluoro-3-nitro-phenyl)-propionylamino]-(4-methoxy-phenyl)-acetic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 92 percent / N(C₂H₅)3 / tetrahydrofuran / 5 h / 20 °C

2: 67 percent / aq. K₂CO₃ / methanol / 2 h / 20 °C

3: bromo-tris(pyrrolidino)phosphonium hexafluorophosphate / CH₂Cl₂ / 0 °C

4: NaI; TMSCl / CHCl₃ / 20 °C

With chloro-trimethyl-silane; potassium carbonate; triethylamine; bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate; sodium iodide; In tetrahydrofuran; methanol; dichloromethane; chloroform; 1: Acylation / 2: Hydrolysis / 3: Acylation / 4: deacylation;
DOI:10.3987/COM-99-8514