(R)-2-{(2E,7E)-(5S,6R)-5-[2-(3-tert-Butoxycarbonylamino-propionyloxy)-2-methyl-propionyloxy]-6-methyl-8-phenyl-octa-2,7-dienoylamino}-3-(4-methoxy-phenyl)-propionic acid 2-trimethylsilanyl-ethyl ester

Base Information

Chemical Name:(R)-2-{(2E,7E)-(5S,6R)-5-[2-(3-tert-Butoxycarbonylamino-propionyloxy)-2-methyl-propionyloxy]-6-methyl-8-phenyl-octa-2,7-dienoylamino}-3-(4-methoxy-phenyl)-propionic acid 2-trimethylsilanyl-ethyl ester
CAS No.:352281-83-5
Molecular Formula:C₄₂H₆₀N₂O₁₀Si
Molecular Weight:781.031
Hs Code.:

(R)-2-{(2E,7E)-(5S,6R)-5-[2-(3-tert-Butoxycarbonylamino-propionyloxy)-2-methyl-propionyloxy]-6-methyl-8-phenyl-octa-2,7-dienoylamino}-3-(4-methoxy-phenyl)-propionic acid 2-trimethylsilanyl-ethyl ester

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Chemical Property of (R)-2-{(2E,7E)-(5S,6R)-5-[2-(3-tert-Butoxycarbonylamino-propionyloxy)-2-methyl-propionyloxy]-6-methyl-8-phenyl-octa-2,7-dienoylamino}-3-(4-methoxy-phenyl)-propionic acid 2-trimethylsilanyl-ethyl ester

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Technology Process of (R)-2-{(2E,7E)-(5S,6R)-5-[2-(3-tert-Butoxycarbonylamino-propionyloxy)-2-methyl-propionyloxy]-6-methyl-8-phenyl-octa-2,7-dienoylamino}-3-(4-methoxy-phenyl)-propionic acid 2-trimethylsilanyl-ethyl ester

There total 7 articles about (R)-2-{(2E,7E)-(5S,6R)-5-[2-(3-tert-Butoxycarbonylamino-propionyloxy)-2-methyl-propionyloxy]-6-methyl-8-phenyl-octa-2,7-dienoylamino}-3-(4-methoxy-phenyl)-propionic acid 2-trimethylsilanyl-ethyl 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:

: 2-(3-tert-butoxycarbonylamino-propionyloxy)-2-methyl-propionic acid benzyl ester

: 352281-83-5
(R)-2-{(2E,7E)-(5S,6R)-5-[2-(3-tert-Butoxycarbonylamino-propionyloxy)-2-methyl-propionyloxy]-6-methyl-8-phenyl-octa-2,7-dienoylamino}-3-(4-methoxy-phenyl)-propionic acid 2-trimethylsilanyl-ethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 88 mg / H₂ / Pd/C / methanol / 2 h / 20 °C

2: 96 mg / EDCI*HCl; DMAP / CH₂Cl₂ / 1 h / 20 °C

With dmap; hydrogen; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; palladium on activated charcoal; In methanol; dichloromethane;
DOI:10.1016/S0040-4020(01)00339-8

Reference yield:

: 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

: 352281-82-4
2-(3-tert-butoxycarbonylamino-propionyloxy)-2-methyl-propionic acid

: 352281-83-5
(R)-2-{(2E,7E)-(5S,6R)-5-[2-(3-tert-Butoxycarbonylamino-propionyloxy)-2-methyl-propionyloxy]-6-methyl-8-phenyl-octa-2,7-dienoylamino}-3-(4-methoxy-phenyl)-propionic acid 2-trimethylsilanyl-ethyl ester

Guidance literature:: With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 20 ℃; for 1h;
DOI:10.1016/S0040-4020(01)00339-8

Reference yield:

: 162473-70-3
(E)-(3S,4R)-1-(tert-Butyl-diphenyl-silanyloxy)-4-methyl-6-phenyl-hex-5-en-3-ol

: 352281-83-5
(R)-2-{(2E,7E)-(5S,6R)-5-[2-(3-tert-Butoxycarbonylamino-propionyloxy)-2-methyl-propionyloxy]-6-methyl-8-phenyl-octa-2,7-dienoylamino}-3-(4-methoxy-phenyl)-propionic acid 2-trimethylsilanyl-ethyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: iPr₂NEt / CH₂Cl₂ / 10 h

2.1: 130 mg / TBAF / tetrahydrofuran / 3 h

3.1: Dess-Martin periodinane / CH₂Cl₂ / 0 °C

4.1: NaH / tetrahydrofuran / 1 h / 0 °C

4.2: tetrahydrofuran / 0.33 h / 0 °C

5.1: 120 mg / PPTS / 2-methyl-propan-2-ol / 6 h / Heating

6.1: 96 mg / EDCI*HCl; DMAP / CH₂Cl₂ / 1 h / 20 °C

With dmap; tetrabutyl ammonium fluoride; pyridinium p-toluenesulfonate; sodium hydride; Dess-Martin periodane; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; tert-butyl alcohol; 3.1: Dess-Martin oxidation / 4.2: Horner-Emmons reaction;
DOI:10.1016/S0040-4020(01)00339-8