(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

Base Information

Chemical Name:(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
CAS No.:302600-52-8
Molecular Formula:C₄₅H₆₆N₂O₉Si
Molecular Weight:807.113
Hs Code.:

(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

Synonyms:(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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Chemical Property of (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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Technology Process of (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

There total 13 articles about (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 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: 97.0%

: 302600-50-6
6-tert-butoxycarbonylamino-2-isobutyl-4-oxo-hexanoic acid

: 302600-51-7
(R)-2-((2E,7E)-(5S,6R)-5-Hydroxy-6-methyl-8-phenyl-octa-2,7-dienoylamino)-3-(4-methoxy-phenyl)-propionic acid 2-trimethylsilanyl-ethyl ester

: 302600-52-8
(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

Guidance literature:: 6-tert-butoxycarbonylamino-2-isobutyl-4-oxo-hexanoic acid; With 2,4,6-trichlorobenzoyl chloride; triethylamine; In tetrahydrofuran;

(R)-2-((2E,7E)-(5S,6R)-5-Hydroxy-6-methyl-8-phenyl-octa-2,7-dienoylamino)-3-(4-methoxy-phenyl)-propionic acid 2-trimethylsilanyl-ethyl ester; With dmap; triethylamine; In toluene;
DOI:10.1016/S0960-894X(00)00356-5

Reference yield:

: 20312-37-2,498-36-2
(R)-2-hydroxy-4-methylpentanoic acid

: 302600-52-8
(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

Guidance literature:: Multi-step reaction with 8 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

4.1: TFA / 2 h / 20 °C

5.1: Et₃N / CH₂Cl₂ / 3 h / 20 °C

6.1: 250 mg / benzene / 5 h / Heating

7.1: 240 mg / 1N LiOH / tetrahydrofuran; H₂O / 1 h / 20 °C

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

8.2: 97 percent / Et₃N; DMAP / toluene / 2 h / 20 °C

With 2,6-dimethylpyridine; lithium hydroxide; 2,4,6-trichlorobenzoyl chloride; sodium hydride; triethylamine; trifluoroacetic acid; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; benzene;
DOI:10.1016/S0040-4020(01)00339-8

Reference yield:

: 112529-90-5
(R)-methyl 2-hydroxy-4-methylpentanoate

: 302600-52-8
(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

Guidance literature:: Multi-step reaction with 7 steps

1.1: 2,6-lutidine / CH₂Cl₂ / 0.25 h / -20 °C

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

2.2: 71 percent / tetrahydrofuran / 48 h / -78 °C

3.1: TFA / 2 h / 20 °C

4.1: Et₃N / CH₂Cl₂ / 3 h / 20 °C

5.1: 250 mg / benzene / 5 h / Heating

6.1: 240 mg / 1N LiOH / tetrahydrofuran; H₂O / 1 h / 20 °C

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

7.2: 97 percent / Et₃N; DMAP / toluene / 2 h / 20 °C

With 2,6-dimethylpyridine; lithium hydroxide; 2,4,6-trichlorobenzoyl chloride; sodium hydride; triethylamine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; water; benzene;
DOI:10.1016/S0040-4020(01)00339-8