tert-butyl (5S,6R)-5-[(2R)-2-[3-[(2R)-2-tert-butoxycarbonylamino-3-(4-methoxyphenyl)propionylamino]propionyloxy]-4-methylpentanoyloxy]-6-methyl-8-phenylocta-2(E),7(E)-dienoate

Base Information

Chemical Name:tert-butyl (5S,6R)-5-[(2R)-2-[3-[(2R)-2-tert-butoxycarbonylamino-3-(4-methoxyphenyl)propionylamino]propionyloxy]-4-methylpentanoyloxy]-6-methyl-8-phenylocta-2(E),7(E)-dienoate
CAS No.:728032-84-6
Molecular Formula:C₄₃H₆₀N₂O₁₀
Molecular Weight:764.957
Hs Code.:

tert-butyl (5S,6R)-5-[(2R)-2-[3-[(2R)-2-tert-butoxycarbonylamino-3-(4-methoxyphenyl)propionylamino]propionyloxy]-4-methylpentanoyloxy]-6-methyl-8-phenylocta-2(E),7(E)-dienoate

Synonyms:tert-butyl (5S,6R)-5-[(2R)-2-[3-[(2R)-2-tert-butoxycarbonylamino-3-(4-methoxyphenyl)propionylamino]propionyloxy]-4-methylpentanoyloxy]-6-methyl-8-phenylocta-2(E),7(E)-dienoate

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Chemical Property of tert-butyl (5S,6R)-5-[(2R)-2-[3-[(2R)-2-tert-butoxycarbonylamino-3-(4-methoxyphenyl)propionylamino]propionyloxy]-4-methylpentanoyloxy]-6-methyl-8-phenylocta-2(E),7(E)-dienoate

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Technology Process of tert-butyl (5S,6R)-5-[(2R)-2-[3-[(2R)-2-tert-butoxycarbonylamino-3-(4-methoxyphenyl)propionylamino]propionyloxy]-4-methylpentanoyloxy]-6-methyl-8-phenylocta-2(E),7(E)-dienoate

There total 6 articles about tert-butyl (5S,6R)-5-[(2R)-2-[3-[(2R)-2-tert-butoxycarbonylamino-3-(4-methoxyphenyl)propionylamino]propionyloxy]-4-methylpentanoyloxy]-6-methyl-8-phenylocta-2(E),7(E)-dienoate 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: 85.0%

: 178977-57-6
tert-butyl (5S,6R,2E,7E)-5-hydroxy-6-methyl-8-phenyl-2,7-octadienoate

: 728032-82-4
(2R)-2-[3-[(2R)-2-tert-butoxycarbonylamino-3-(4-methoxyphenyl)propionylamino]propionyloxy]-4-methylpentanoic acid

: 728032-84-6
tert-butyl (5S,6R)-5-[(2R)-2-[3-[(2R)-2-tert-butoxycarbonylamino-3-(4-methoxyphenyl)propionylamino]propionyloxy]-4-methylpentanoyloxy]-6-methyl-8-phenylocta-2(E),7(E)-dienoate

Guidance literature:: (2R)-2-[3-[(2R)-2-tert-butoxycarbonylamino-3-(4-methoxyphenyl)propionylamino]propionyloxy]-4-methylpentanoic acid; With dmap; 2,4,6-trichlorobenzoyl chloride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; at 0 ℃; for 2h;

tert-butyl (5S,6R,2E,7E)-5-hydroxy-6-methyl-8-phenyl-2,7-octadienoate; In tetrahydrofuran; at 20 ℃; for 2h;
DOI:10.1021/jm030555f

Reference yield:

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

: 728032-84-6
tert-butyl (5S,6R)-5-[(2R)-2-[3-[(2R)-2-tert-butoxycarbonylamino-3-(4-methoxyphenyl)propionylamino]propionyloxy]-4-methylpentanoyloxy]-6-methyl-8-phenylocta-2(E),7(E)-dienoate

Guidance literature:: Multi-step reaction with 6 steps

1.1: 76 percent / K₂CO₃; tetrabutylammonium iodide / dimethylformamide / 1.5 h / 20 °C

2.1: 90 percent / DMAP; DCC / CH₂Cl₂ / 19.5 h / 0 - 20 °C

3.1: TFA / CH₂Cl₂ / 3.5 h / 20 °C

4.1: 1.47 g / HOBT; DIEA; DCC / tetrahydrofuran / 16.5 h / 0 - 20 °C

5.1: 95 percent / H₂ / Pd(OH)2 / ethyl acetate / 2 h

6.1: DIEA; 2,4,6-trichlorobenzoyl chloride; DMAP / tetrahydrofuran / 2 h / 0 °C

6.2: 85 percent / tetrahydrofuran / 2 h / 20 °C

With dmap; 2,4,6-trichlorobenzoyl chloride; hydrogen; tetra-(n-butyl)ammonium iodide; potassium carbonate; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; trifluoroacetic acid; palladium dihydroxide; In tetrahydrofuran; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/jm030555f

Reference yield:

: 37755-48-9
benzyl (R)-2-hydroxy-4-methylpentanoate

: 728032-84-6
tert-butyl (5S,6R)-5-[(2R)-2-[3-[(2R)-2-tert-butoxycarbonylamino-3-(4-methoxyphenyl)propionylamino]propionyloxy]-4-methylpentanoyloxy]-6-methyl-8-phenylocta-2(E),7(E)-dienoate

Guidance literature:: Multi-step reaction with 5 steps

1.1: 90 percent / DMAP; DCC / CH₂Cl₂ / 19.5 h / 0 - 20 °C

2.1: TFA / CH₂Cl₂ / 3.5 h / 20 °C

3.1: 1.47 g / HOBT; DIEA; DCC / tetrahydrofuran / 16.5 h / 0 - 20 °C

4.1: 95 percent / H₂ / Pd(OH)2 / ethyl acetate / 2 h

5.1: DIEA; 2,4,6-trichlorobenzoyl chloride; DMAP / tetrahydrofuran / 2 h / 0 °C

5.2: 85 percent / tetrahydrofuran / 2 h / 20 °C

With dmap; 2,4,6-trichlorobenzoyl chloride; hydrogen; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; trifluoroacetic acid; palladium dihydroxide; In tetrahydrofuran; dichloromethane; ethyl acetate;
DOI:10.1021/jm030555f