(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

Base Information

Chemical Name:(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
CAS No.:872369-31-8
Molecular Formula:C₄₂H₅₄N₄O₁₀
Molecular Weight:774.912
Hs Code.:

(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

Synonyms:(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

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Chemical Property of (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

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Technology Process of (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

There total 11 articles about (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 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:

: (3S,4S)-3-((R)-2-Amino-4-methyl-pentanoyloxy)-4-methyl-octanoic acid 4-nitro-benzyl ester; hydrochloride

: 3338-39-4,16088-00-9,16088-38-3,17563-25-6,55387-02-5,80996-16-3,21881-18-5
N-benzyloxycarbonyl-L-phenylalanyl-L-alanine

: 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

Guidance literature:: With 1-hydroxy-pyrrolidine-2,5-dione; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 0 - 20 ℃;
DOI:10.1016/j.tetlet.2005.09.188

Reference yield:

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

: 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

Guidance literature:: Multi-step reaction with 6 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

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

Reference yield:

: 872369-17-0
(2R,3S)-5-(benzyloxy)-3-(tert-butyldimethylsilyloxy)-2-methylpentanal

: 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

Guidance literature:: Multi-step reaction with 8 steps

1: 91 percent / n-BuLi / tetrahydrofuran / 2 h / 20 °C

2: 82 percent / H₂ / Pd-C / ethanol / 20 °C

3: 89 percent / NaIO₄ / RuCl₃ / CCl₄; acetonitrile; H₂O / 2 h / 20 °C

4: 66 percent / DIPEA / dimethylformamide / 7 h / 20 °C

5: 70 percent / HF*Py / tetrahydrofuran / 20 h / 20 °C

6: DCC; DMAP / CH₂Cl₂ / 20 °C

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

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

With hydrogenchloride; dmap; sodium periodate; 1-hydroxy-pyrrolidine-2,5-dione; n-butyllithium; 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; ethanol; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/j.tetlet.2005.09.188