(2R,4S)-1-((S)-2-{(S)-2-[(2S,9R)-2-tert-Butoxycarbonylamino-9-(tert-butyl-diphenyl-silanyloxy)-8-oxo-decanoylamino]-2-methyl-butyrylamino}-3-phenyl-propionyl)-4-methyl-pyrrolidine-2-carboxylic acid pentafluorophenyl ester

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Chemical Name:(2R,4S)-1-((S)-2-{(S)-2-[(2S,9R)-2-tert-Butoxycarbonylamino-9-(tert-butyl-diphenyl-silanyloxy)-8-oxo-decanoylamino]-2-methyl-butyrylamino}-3-phenyl-propionyl)-4-methyl-pyrrolidine-2-carboxylic acid pentafluorophenyl ester
CAS No.:857478-53-6
Molecular Formula:C₅₇H₇₁F₅N₄O₉Si
Molecular Weight:1079.29
Hs Code.:

(2R,4S)-1-((S)-2-{(S)-2-[(2S,9R)-2-tert-Butoxycarbonylamino-9-(tert-butyl-diphenyl-silanyloxy)-8-oxo-decanoylamino]-2-methyl-butyrylamino}-3-phenyl-propionyl)-4-methyl-pyrrolidine-2-carboxylic acid pentafluorophenyl ester

Synonyms:(2R,4S)-1-((S)-2-{(S)-2-[(2S,9R)-2-tert-Butoxycarbonylamino-9-(tert-butyl-diphenyl-silanyloxy)-8-oxo-decanoylamino]-2-methyl-butyrylamino}-3-phenyl-propionyl)-4-methyl-pyrrolidine-2-carboxylic acid pentafluorophenyl ester

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Chemical Property of (2R,4S)-1-((S)-2-{(S)-2-[(2S,9R)-2-tert-Butoxycarbonylamino-9-(tert-butyl-diphenyl-silanyloxy)-8-oxo-decanoylamino]-2-methyl-butyrylamino}-3-phenyl-propionyl)-4-methyl-pyrrolidine-2-carboxylic acid pentafluorophenyl ester

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Technology Process of (2R,4S)-1-((S)-2-{(S)-2-[(2S,9R)-2-tert-Butoxycarbonylamino-9-(tert-butyl-diphenyl-silanyloxy)-8-oxo-decanoylamino]-2-methyl-butyrylamino}-3-phenyl-propionyl)-4-methyl-pyrrolidine-2-carboxylic acid pentafluorophenyl ester

There total 23 articles about (2R,4S)-1-((S)-2-{(S)-2-[(2S,9R)-2-tert-Butoxycarbonylamino-9-(tert-butyl-diphenyl-silanyloxy)-8-oxo-decanoylamino]-2-methyl-butyrylamino}-3-phenyl-propionyl)-4-methyl-pyrrolidine-2-carboxylic acid pentafluorophenyl 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:

: 561038-05-9
(R)-2-(tert-butyldiphenylsilanyloxy)propionic acid methyl ester

: 857478-53-6
(2R,4S)-1-((S)-2-{(S)-2-[(2S,9R)-2-tert-Butoxycarbonylamino-9-(tert-butyl-diphenyl-silanyloxy)-8-oxo-decanoylamino]-2-methyl-butyrylamino}-3-phenyl-propionyl)-4-methyl-pyrrolidine-2-carboxylic acid pentafluorophenyl ester

Guidance literature:: Multi-step reaction with 8 steps

1.1: LiOH / tetrahydrofuran; H₂O

2.1: 2.91 g / EDC; DIPEA / CH₂Cl₂

3.1: Mg

3.2: 89 percent / tetrahydrofuran / 3 h / 20 °C

4.1: 55 percent / second-generation Grubbs RCM catalyst / 1,2-dichloro-ethane / 168 h / 20 °C

5.1: 94 percent / H₂ / Pd/C / methanol / 6 h / 760 Torr

6.1: 78 percent / HOBt; EDCI; i-Pr₂NEt / CH₂Cl₂ / 24 h / 20 °C

7.1: H₂ / Pd/C / methanol / 6 h / 760 Torr

8.1: 149 mg / EDC / CH₂Cl₂

With lithium hydroxide; hydrogen; benzotriazol-1-ol; magnesium; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; water; 1,2-dichloro-ethane; 3.2: Grignard reaction;
DOI:10.1021/ol050991r

Reference yield:

: 857478-12-7
(2R)-N-methoxy-N-methyl-2-(t-butyldiphenylsilyloxy)propanamide

: 857478-53-6
(2R,4S)-1-((S)-2-{(S)-2-[(2S,9R)-2-tert-Butoxycarbonylamino-9-(tert-butyl-diphenyl-silanyloxy)-8-oxo-decanoylamino]-2-methyl-butyrylamino}-3-phenyl-propionyl)-4-methyl-pyrrolidine-2-carboxylic acid pentafluorophenyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: Mg

1.2: 89 percent / tetrahydrofuran / 3 h / 20 °C

2.1: 55 percent / second-generation Grubbs RCM catalyst / 1,2-dichloro-ethane / 168 h / 20 °C

3.1: 94 percent / H₂ / Pd/C / methanol / 6 h / 760 Torr

4.1: 78 percent / HOBt; EDCI; i-Pr₂NEt / CH₂Cl₂ / 24 h / 20 °C

5.1: H₂ / Pd/C / methanol / 6 h / 760 Torr

6.1: 149 mg / EDC / CH₂Cl₂

With hydrogen; benzotriazol-1-ol; magnesium; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; palladium on activated charcoal; In methanol; dichloromethane; 1,2-dichloro-ethane; 1.2: Grignard reaction;
DOI:10.1021/ol050991r

Reference yield:

: 857478-28-5
(2R,4S)-1-(tert-butoxycarbonyl)-2-benzyloxycarbonyl-4-methylpyrrolidine

: 857478-53-6
(2R,4S)-1-((S)-2-{(S)-2-[(2S,9R)-2-tert-Butoxycarbonylamino-9-(tert-butyl-diphenyl-silanyloxy)-8-oxo-decanoylamino]-2-methyl-butyrylamino}-3-phenyl-propionyl)-4-methyl-pyrrolidine-2-carboxylic acid pentafluorophenyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: TFA / CH₂Cl₂ / 0.5 h

1.2: 69 percent / EDCI; HOBt; i-Pr₂NEt / CH₂Cl₂

2.1: diethylamine / acetonitrile / 0.5 h

3.1: 78 percent / HOBt; EDCI; i-Pr₂NEt / CH₂Cl₂ / 24 h / 20 °C

4.1: H₂ / Pd/C / methanol / 6 h / 760 Torr

5.1: 149 mg / EDC / CH₂Cl₂

With hydrogen; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; diethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; palladium on activated charcoal; In methanol; dichloromethane; acetonitrile;
DOI:10.1021/ol050991r