2-(3-tert-butoxycarbonylamino-propionyl)-3-isobutyl-succinic acid 1-tert-butyl ester 4-methyl ester

Base Information

• Chemical Name: 2-(3-tert-butoxycarbonylamino-propionyl)-3-isobutyl-succinic acid 1-tert-butyl ester 4-methyl ester
• CAS No.: 302600-49-3
• Molecular Formula: C₂₁H₃₇NO₇
• Molecular Weight: 415.527

Synonyms:2-(3-tert-butoxycarbonylamino-propionyl)-3-isobutyl-succinic acid 1-tert-butyl ester 4-methyl ester

Chemical Property of 2-(3-tert-butoxycarbonylamino-propionyl)-3-isobutyl-succinic acid 1-tert-butyl ester 4-methyl ester

Chemical Property:

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Technology Process of 2-(3-tert-butoxycarbonylamino-propionyl)-3-isobutyl-succinic acid 1-tert-butyl ester 4-methyl ester

There total 1 articles about 2-(3-tert-butoxycarbonylamino-propionyl)-3-isobutyl-succinic acid 1-tert-butyl ester 4-methyl 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:

(R)-2-hydroxy-4-methylpentanoic acid (20312-37-2,498-36-2) → 2-(3-tert-butoxycarbonylamino-propionyl)-3-isobutyl-succinic acid 1-tert-butyl ester 4-methyl ester (302600-49-3)

Guidance literature:

Multi-step reaction with 3 steps

1.1: diethyl ether; methanol / 1 h

2.1: 2,6-lutidine / CH₂Cl₂ / 0.25 h / -20 °C

3.1: NaH / tetrahydrofuran / 0.67 h / 0 °C

3.2: 71 percent / tetrahydrofuran / 48 h / -78 °C

With 2,6-dimethylpyridine; sodium hydride; In tetrahydrofuran; methanol; diethyl ether; dichloromethane;

DOI:10.1016/S0040-4020(01)00339-8

Reference yield:

2-(3-tert-butoxycarbonylamino-propionyl)-3-isobutyl-succinic acid 1-tert-butyl ester 4-methyl ester (302600-49-3) → (R)-6-tert-Butoxycarbonylamino-2-isobutyl-4-oxo-hexanoic acid (E)-(1S,2R)-1-{(E)-3-[(R)-2-(4-methoxy-phenyl)-1-(2-trimethylsilanyl-ethoxycarbonyl)-ethylcarbamoyl]-allyl}-2-methyl-4-phenyl-but-3-enyl ester (302600-52-8)

Guidance literature:

Multi-step reaction with 5 steps

1.1: TFA / 2 h / 20 °C

2.1: Et₃N / CH₂Cl₂ / 3 h / 20 °C

3.1: 250 mg / benzene / 5 h / Heating

4.1: 240 mg / 1N LiOH / tetrahydrofuran; H₂O / 1 h / 20 °C

5.1: Et₃N; 2,4,6-trichlorobenzoyl chloride / tetrahydrofuran / 3 h / 20 °C

5.2: 97 percent / Et₃N; DMAP / toluene / 2 h / 20 °C

With lithium hydroxide; 2,4,6-trichlorobenzoyl chloride; triethylamine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; water; benzene;

DOI:10.1016/S0040-4020(01)00339-8

Reference yield:

2-(3-tert-butoxycarbonylamino-propionyl)-3-isobutyl-succinic acid 1-tert-butyl ester 4-methyl ester (302600-49-3) → (S)-((R)-6-tert-Butoxycarbonylamino-2-isobutyl-4-oxo-hexanoylamino)-phenyl-acetic acid methyl ester

Guidance literature:

Multi-step reaction with 5 steps

1: TFA / 2 h / 20 °C

2: Et₃N / CH₂Cl₂ / 3 h / 20 °C

3: 250 mg / benzene / 5 h / Heating

4: 240 mg / 1N LiOH / tetrahydrofuran; H₂O / 1 h / 20 °C

5: 79 percent / Py-BOP; 1-hydroxybenzotriazole; N-methylmorpholine / dimethylformamide / 2 h / 20 °C

With 4-methyl-morpholine; lithium hydroxide; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; benzotriazol-1-ol; triethylamine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; benzene;

DOI:10.1016/S0040-4020(01)00339-8

upstream raw materials:

(R)-2-hydroxy-4-methylpentanoic acid

Downstream raw materials:

(R)-6-tert-Butoxycarbonylamino-2-isobutyl-4-oxo-hexanoic acid (E)-(1S,2R)-1-{(E)-3-[(R)-2-(4-methoxy-phenyl)-1-(2-trimethylsilanyl-ethoxycarbonyl)-ethylcarbamoyl]-allyl}-2-methyl-4-phenyl-but-3-enyl ester

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