(S)-4-Methyl-2-[(R)-4-methyl-2-(3-methylamino-propionylamino)-pentanoylamino]-pentanoic acid (S)-1-[((S)-1-benzyloxycarbonyl-2-phenyl-ethyl)-methyl-carbamoyl]-3-methyl-butyl ester

Base Information

Chemical Name:(S)-4-Methyl-2-[(R)-4-methyl-2-(3-methylamino-propionylamino)-pentanoylamino]-pentanoic acid (S)-1-[((S)-1-benzyloxycarbonyl-2-phenyl-ethyl)-methyl-carbamoyl]-3-methyl-butyl ester
CAS No.:223270-88-0
Molecular Formula:C₃₉H₅₈N₄O₇
Molecular Weight:694.912
Hs Code.:

(S)-4-Methyl-2-[(R)-4-methyl-2-(3-methylamino-propionylamino)-pentanoylamino]-pentanoic acid (S)-1-[((S)-1-benzyloxycarbonyl-2-phenyl-ethyl)-methyl-carbamoyl]-3-methyl-butyl ester

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Chemical Property of (S)-4-Methyl-2-[(R)-4-methyl-2-(3-methylamino-propionylamino)-pentanoylamino]-pentanoic acid (S)-1-[((S)-1-benzyloxycarbonyl-2-phenyl-ethyl)-methyl-carbamoyl]-3-methyl-butyl ester

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Technology Process of (S)-4-Methyl-2-[(R)-4-methyl-2-(3-methylamino-propionylamino)-pentanoylamino]-pentanoic acid (S)-1-[((S)-1-benzyloxycarbonyl-2-phenyl-ethyl)-methyl-carbamoyl]-3-methyl-butyl ester

There total 11 articles about (S)-4-Methyl-2-[(R)-4-methyl-2-(3-methylamino-propionylamino)-pentanoylamino]-pentanoic acid (S)-1-[((S)-1-benzyloxycarbonyl-2-phenyl-ethyl)-methyl-carbamoyl]-3-methyl-butyl 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:

: 13748-90-8,498-36-2
(S)-2-hydroxyl-3,3-dimethylbutyric acid

: 223270-88-0
(S)-4-Methyl-2-[(R)-4-methyl-2-(3-methylamino-propionylamino)-pentanoylamino]-pentanoic acid (S)-1-[((S)-1-benzyloxycarbonyl-2-phenyl-ethyl)-methyl-carbamoyl]-3-methyl-butyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 70 percent / PhI(OAc)2, I₂ / -10 °C

2: EDCI, DMAP, TEA

3: H₂ / 10 percent Pd/C / methanol; ethyl acetate

4: 84 percent / BOP-Cl, NMM

5: 95 percent / TFA / -10 °C

6: 97 percent / BOP-Cl, DIEA / 0 °C

7: TFA / -10 °C

With 4-methyl-morpholine; dmap; [bis(acetoxy)iodo]benzene; TEA; hydrogen; iodine; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; palladium on activated charcoal; In methanol; ethyl acetate;
DOI:10.1016/S0960-894X(99)00038-4

Reference yield:

: 61-90-5,21675-61-6,25248-98-0,70-45-1
L-leucine

: 223270-88-0
(S)-4-Methyl-2-[(R)-4-methyl-2-(3-methylamino-propionylamino)-pentanoylamino]-pentanoic acid (S)-1-[((S)-1-benzyloxycarbonyl-2-phenyl-ethyl)-methyl-carbamoyl]-3-methyl-butyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 51 percent / NaNO₂, H₂SO₄ / H₂O

2: 70 percent / PhI(OAc)2, I₂ / -10 °C

3: EDCI, DMAP, TEA

4: H₂ / 10 percent Pd/C / methanol; ethyl acetate

5: 84 percent / BOP-Cl, NMM

6: 95 percent / TFA / -10 °C

7: 97 percent / BOP-Cl, DIEA / 0 °C

8: TFA / -10 °C

With 4-methyl-morpholine; dmap; [bis(acetoxy)iodo]benzene; TEA; sulfuric acid; hydrogen; iodine; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; sodium nitrite; palladium on activated charcoal; In methanol; water; ethyl acetate;
DOI:10.1016/S0960-894X(99)00038-4

Reference yield:

: 17664-93-6
(R)-benzyl 2-amino-4-methylpentanoate p-toluenesulfonate salt

: 223270-88-0
(S)-4-Methyl-2-[(R)-4-methyl-2-(3-methylamino-propionylamino)-pentanoylamino]-pentanoic acid (S)-1-[((S)-1-benzyloxycarbonyl-2-phenyl-ethyl)-methyl-carbamoyl]-3-methyl-butyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: EDCI, HOBt

2: H₂ / 10 percent Pd/C / methanol; ethyl acetate

3: 97 percent / BOP-Cl, DIEA / 0 °C

4: TFA / -10 °C

With hydrogen; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; palladium on activated charcoal; In methanol; ethyl acetate;
DOI:10.1016/S0960-894X(99)00038-4