(3S,4S)-3-{(R)-2-[(S)-2-((S)-2-Amino-3-phenyl-propionylamino)-propionylamino]-4-methyl-pentanoyloxy}-4-methyl-octanoic acid

Base Information

Chemical Name:(3S,4S)-3-{(R)-2-[(S)-2-((S)-2-Amino-3-phenyl-propionylamino)-propionylamino]-4-methyl-pentanoyloxy}-4-methyl-octanoic acid
CAS No.:872369-33-0
Molecular Formula:C₂₇H₄₃N₃O₆
Molecular Weight:505.655
Hs Code.:

Synonyms:(3S,4S)-3-{(R)-2-[(S)-2-((S)-2-Amino-3-phenyl-propionylamino)-propionylamino]-4-methyl-pentanoyloxy}-4-methyl-octanoic acid

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Chemical Property of (3S,4S)-3-{(R)-2-[(S)-2-((S)-2-Amino-3-phenyl-propionylamino)-propionylamino]-4-methyl-pentanoyloxy}-4-methyl-octanoic acid

Chemical Property:

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Technology Process of (3S,4S)-3-{(R)-2-[(S)-2-((S)-2-Amino-3-phenyl-propionylamino)-propionylamino]-4-methyl-pentanoyloxy}-4-methyl-octanoic acid

There total 12 articles about (3S,4S)-3-{(R)-2-[(S)-2-((S)-2-Amino-3-phenyl-propionylamino)-propionylamino]-4-methyl-pentanoyloxy}-4-methyl-octanoic acid 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:

: 872369-31-8
(3S,4S)-3-{(R)-2-[(S)-2-((S)-2-Benzyloxycarbonylamino-3-phenyl-propionylamino)-propionylamino]-4-methyl-pentanoyloxy}-4-methyl-octanoic acid 4-nitro-benzyl ester

: 872369-33-0
(3S,4S)-3-{(R)-2-[(S)-2-((S)-2-Amino-3-phenyl-propionylamino)-propionylamino]-4-methyl-pentanoyloxy}-4-methyl-octanoic acid

Guidance literature:: With hydrogen; palladium on activated charcoal; In tetrahydrofuran; isopropyl alcohol; at 20 ℃;
DOI:10.1016/j.tetlet.2005.09.188

Reference yield:

: 872369-19-2
(3S,4S)-3-(tert-butyldimethylsilyloxy)-4-methyloctan-1-ol

: 872369-33-0
(3S,4S)-3-{(R)-2-[(S)-2-((S)-2-Amino-3-phenyl-propionylamino)-propionylamino]-4-methyl-pentanoyloxy}-4-methyl-octanoic acid

Guidance literature:: Multi-step reaction with 7 steps

1: 89 percent / NaIO₄ / RuCl₃ / CCl₄; acetonitrile; H₂O / 2 h / 20 °C

2: 66 percent / DIPEA / dimethylformamide / 7 h / 20 °C

3: 70 percent / HF*Py / tetrahydrofuran / 20 h / 20 °C

4: DCC; DMAP / CH₂Cl₂ / 20 °C

5: HCl / ethyl acetate / 4 h / 0 - 20 °C

6: EDCI; DIPEA; HOSu / dimethylformamide / 0 - 20 °C

7: H₂ / Pd-C / tetrahydrofuran; propan-2-ol / 20 °C

With hydrogenchloride; dmap; sodium periodate; 1-hydroxy-pyrrolidine-2,5-dione; hydrogen; pyridine hydrogenfluoride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; ruthenium trichloride; palladium on activated charcoal; In tetrahydrofuran; tetrachloromethane; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; isopropyl alcohol; acetonitrile;
DOI:10.1016/j.tetlet.2005.09.188

Reference yield:

: 3-(tert-butyl-dimethyl-silanyloxy)-4-methyl-octanoic acid

: 872369-33-0
(3S,4S)-3-{(R)-2-[(S)-2-((S)-2-Amino-3-phenyl-propionylamino)-propionylamino]-4-methyl-pentanoyloxy}-4-methyl-octanoic acid

Guidance literature:: Multi-step reaction with 6 steps

1: 66 percent / DIPEA / dimethylformamide / 7 h / 20 °C

2: 70 percent / HF*Py / tetrahydrofuran / 20 h / 20 °C

3: DCC; DMAP / CH₂Cl₂ / 20 °C

4: HCl / ethyl acetate / 4 h / 0 - 20 °C

5: EDCI; DIPEA; HOSu / dimethylformamide / 0 - 20 °C

6: H₂ / Pd-C / tetrahydrofuran; propan-2-ol / 20 °C

With hydrogenchloride; dmap; 1-hydroxy-pyrrolidine-2,5-dione; hydrogen; pyridine hydrogenfluoride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; isopropyl alcohol;
DOI:10.1016/j.tetlet.2005.09.188