(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

Base Information

Chemical Name:(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
CAS No.:753487-93-3
Molecular Formula:C₃₀H₄₇N₃O₇
Molecular Weight:561.719
Hs Code.:

(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

Synonyms:(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

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Chemical Property of (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

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Technology Process of (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

There total 10 articles about (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 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: 62.0%

: 753487-55-7
(2S,3R)-N-(tert-butyloxycarbonyl)-3-methoxyphenylalanine

: (S)-2-[((S)-2-Amino-3-methyl-butyryl)-methyl-amino]-4-methyl-pentanoic acid allyl ester; compound with trifluoro-acetic acid

: 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

Guidance literature:: With 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 - 20 ℃;
DOI:10.1016/j.tet.2005.03.058

Reference yield:

: 753487-55-7
(2S,3R)-N-(tert-butyloxycarbonyl)-3-methoxyphenylalanine

: 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

Guidance literature:: With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 - 20 ℃;
DOI:10.1021/ol049065n

Reference yield:

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

: 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

Guidance literature:: Multi-step reaction with 9 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

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; silver(l) oxide; In tetrahydrofuran; methanol; tetrachloromethane; dichloromethane; water;
DOI:10.1021/ol049065n