(2R,2'E,5'S,6'R,7'E)-tert-butyl 3-(4-methoxyphenyl)-2-({6'-methyl-8'-phenyl-5'-[(triisopropylsilanyl)oxy]octa-2',7'-dienoyl}amino)propionate

Base Information

Chemical Name:(2R,2'E,5'S,6'R,7'E)-tert-butyl 3-(4-methoxyphenyl)-2-({6'-methyl-8'-phenyl-5'-[(triisopropylsilanyl)oxy]octa-2',7'-dienoyl}amino)propionate
CAS No.:281191-01-3
Molecular Formula:C₃₈H₅₇NO₅Si
Molecular Weight:635.96
Hs Code.:

Synonyms:(2R,2'E,5'S,6'R,7'E)-tert-butyl 3-(4-methoxyphenyl)-2-({6'-methyl-8'-phenyl-5'-[(triisopropylsilanyl)oxy]octa-2',7'-dienoyl}amino)propionate

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Chemical Property of (2R,2'E,5'S,6'R,7'E)-tert-butyl 3-(4-methoxyphenyl)-2-({6'-methyl-8'-phenyl-5'-[(triisopropylsilanyl)oxy]octa-2',7'-dienoyl}amino)propionate

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Technology Process of (2R,2'E,5'S,6'R,7'E)-tert-butyl 3-(4-methoxyphenyl)-2-({6'-methyl-8'-phenyl-5'-[(triisopropylsilanyl)oxy]octa-2',7'-dienoyl}amino)propionate

There total 13 articles about (2R,2'E,5'S,6'R,7'E)-tert-butyl 3-(4-methoxyphenyl)-2-({6'-methyl-8'-phenyl-5'-[(triisopropylsilanyl)oxy]octa-2',7'-dienoyl}amino)propionate 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: 83.0%

: 281190-95-2
(R)-tert-butyl 2-amino-3-(4-methoxyphenyl)propionate

: 281190-94-1
(2E,5S,6R,7E)-6-methyl-8-phenyl-5-[(triisopropylsilanyl)oxy]octa-2,7-dienoic acid

: 281191-01-3
(2R,2'E,5'S,6'R,7'E)-tert-butyl 3-(4-methoxyphenyl)-2-({6'-methyl-8'-phenyl-5'-[(triisopropylsilanyl)oxy]octa-2',7'-dienoyl}amino)propionate

Guidance literature:: With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; at 23 ℃; for 12h;
DOI:10.1002/ejoc.200300814

Reference yield:

: 64205-12-5
N-α-benzyloxycarbonyl-D-tyrosine

: 281191-01-3
(2R,2'E,5'S,6'R,7'E)-tert-butyl 3-(4-methoxyphenyl)-2-({6'-methyl-8'-phenyl-5'-[(triisopropylsilanyl)oxy]octa-2',7'-dienoyl}amino)propionate

Guidance literature:: Multi-step reaction with 4 steps

1.1: 91 percent / NaOH / ethanol; H₂O / 3 h / Heating

2.1: 2,4,6-Cl₃C₆H₂COCl; iPr₂NEt / tetrahydrofuran / 0.5 h / 23 °C

2.2: 64 percent / DMAP / toluene / 3 h / 23 °C

3.1: 95 percent / H₂ / 5 percent Pd/C / methanol / 2 h

4.1: 83 percent / DMAP; EDCI / 12 h / 23 °C

With dmap; sodium hydroxide; 2,4,6-trichlorobenzoyl chloride; hydrogen; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; water;
DOI:10.1002/ejoc.200300814

Reference yield:

: 65806-89-5
(R)-2-{[(benzyloxy)carbonyl]amino}-3-(4-methoxyphenyl)propionic acid

: 281191-01-3
(2R,2'E,5'S,6'R,7'E)-tert-butyl 3-(4-methoxyphenyl)-2-({6'-methyl-8'-phenyl-5'-[(triisopropylsilanyl)oxy]octa-2',7'-dienoyl}amino)propionate

Guidance literature:: Multi-step reaction with 3 steps

1.1: 2,4,6-Cl₃C₆H₂COCl; iPr₂NEt / tetrahydrofuran / 0.5 h / 23 °C

1.2: 64 percent / DMAP / toluene / 3 h / 23 °C

2.1: 95 percent / H₂ / 5 percent Pd/C / methanol / 2 h

3.1: 83 percent / DMAP; EDCI / 12 h / 23 °C

With dmap; 2,4,6-trichlorobenzoyl chloride; hydrogen; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In tetrahydrofuran; methanol;
DOI:10.1002/ejoc.200300814