(S)-2-{[(S)-2-((2S,3R)-2-Amino-3-methoxy-3-phenyl-propionylamino)-3-methyl-butyryl]-methyl-amino}-4-methyl-pentanoic acid allyl ester

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Chemical Name:(S)-2-{[(S)-2-((2S,3R)-2-Amino-3-methoxy-3-phenyl-propionylamino)-3-methyl-butyryl]-methyl-amino}-4-methyl-pentanoic acid allyl ester
CAS No.:753487-75-1
Molecular Formula:C₂₅H₃₉N₃O₅
Molecular Weight:461.602
Hs Code.:

Synonyms:(S)-2-{[(S)-2-((2S,3R)-2-Amino-3-methoxy-3-phenyl-propionylamino)-3-methyl-butyryl]-methyl-amino}-4-methyl-pentanoic acid allyl ester

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Chemical Property of (S)-2-{[(S)-2-((2S,3R)-2-Amino-3-methoxy-3-phenyl-propionylamino)-3-methyl-butyryl]-methyl-amino}-4-methyl-pentanoic acid allyl ester

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Technology Process of (S)-2-{[(S)-2-((2S,3R)-2-Amino-3-methoxy-3-phenyl-propionylamino)-3-methyl-butyryl]-methyl-amino}-4-methyl-pentanoic acid allyl ester

There total 10 articles about (S)-2-{[(S)-2-((2S,3R)-2-Amino-3-methoxy-3-phenyl-propionylamino)-3-methyl-butyryl]-methyl-amino}-4-methyl-pentanoic acid allyl 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: 100.0%

: 753487-93-3
(S)-2-{[(S)-2-((2S,3R)-2-tert-Butoxycarbonylamino-3-methoxy-3-phenyl-propionylamino)-3-methyl-butyryl]-methyl-amino}-4-methyl-pentanoic acid allyl ester

: 753487-75-1
(S)-2-{[(S)-2-((2S,3R)-2-Amino-3-methoxy-3-phenyl-propionylamino)-3-methyl-butyryl]-methyl-amino}-4-methyl-pentanoic acid allyl ester

Guidance literature:: In dichloromethane;
DOI:10.1016/j.tet.2005.03.058

Reference yield:

: 63-91-2,25191-15-5,658-69-5,67675-33-6
L-phenylalanine

: 753487-75-1
(S)-2-{[(S)-2-((2S,3R)-2-Amino-3-methoxy-3-phenyl-propionylamino)-3-methyl-butyryl]-methyl-amino}-4-methyl-pentanoic acid allyl ester

Guidance literature:: Multi-step reaction with 10 steps

1.1: 90 percent / 0.5 h / 143 °C

2.1: SOCl₂; pyridine / CCl₄ / 2 h / Heating

3.1: 28.1 g / CCl₄ / 1 h / Heating

4.1: NBS / CH₂Cl₂; CCl₄ / 1 h / Irradiation

4.2: 60 percent / AgNO₃ / acetone / 20 °C

5.1: 90 percent / Ag₂O / CH₂Cl₂ / 8 h / Heating

6.1: hydrazine hydrate / methanol / 20 °C

7.1: aq. HCl / 5.5 h / Heating

8.1: 2.24 g / NaHCO₃; NaOH / tetrahydrofuran; H₂O / 6 h / 20 °C

9.1: 752 mg / HOBt; i-Pr₂NEt; EDCI / CH₂Cl₂ / 0 - 20 °C

10.1: 87 mg / TFA / CH₂Cl₂ / 20 °C

With pyridine; hydrogenchloride; sodium hydroxide; N-Bromosuccinimide; thionyl chloride; sodium hydrogencarbonate; benzotriazol-1-ol; hydrazine hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; silver(l) oxide; In tetrahydrofuran; methanol; tetrachloromethane; dichloromethane; water;
DOI:10.1021/ol049065n

Reference yield:

: 135395-13-0
(S)-N-(tert-Butyl)-N^α-phthaloylphenylalaninamide

: 753487-75-1
(S)-2-{[(S)-2-((2S,3R)-2-Amino-3-methoxy-3-phenyl-propionylamino)-3-methyl-butyryl]-methyl-amino}-4-methyl-pentanoic acid allyl ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: NBS / CH₂Cl₂; CCl₄ / 1 h / Irradiation

1.2: 60 percent / AgNO₃ / acetone / 20 °C

2.1: 90 percent / Ag₂O / CH₂Cl₂ / 8 h / Heating

3.1: hydrazine hydrate / methanol / 20 °C

4.1: aq. HCl / 5.5 h / Heating

5.1: 2.24 g / NaHCO₃; NaOH / tetrahydrofuran; H₂O / 6 h / 20 °C

6.1: 752 mg / HOBt; i-Pr₂NEt; EDCI / CH₂Cl₂ / 0 - 20 °C

7.1: 87 mg / TFA / CH₂Cl₂ / 20 °C

With hydrogenchloride; sodium hydroxide; N-Bromosuccinimide; sodium hydrogencarbonate; benzotriazol-1-ol; hydrazine hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; silver(l) oxide; In tetrahydrofuran; methanol; tetrachloromethane; dichloromethane; water;
DOI:10.1021/ol049065n