(2R)-2-(N-((2E)-5-((2R)-2-(tert-butyldimethylsilyloxy)-propylamino)-5-methylhex-2-enoyl)-N-methylamino)-N-methyl-3-(2-naphthyl)-N-phenethylpropionamide

Base Information

Chemical Name:(2R)-2-(N-((2E)-5-((2R)-2-(tert-butyldimethylsilyloxy)-propylamino)-5-methylhex-2-enoyl)-N-methylamino)-N-methyl-3-(2-naphthyl)-N-phenethylpropionamide
CAS No.:202810-89-7
Molecular Formula:C₃₉H₅₇N₃O₃Si
Molecular Weight:643.985
Hs Code.:

(2R)-2-(N-((2E)-5-((2R)-2-(tert-butyldimethylsilyloxy)-propylamino)-5-methylhex-2-enoyl)-N-methylamino)-N-methyl-3-(2-naphthyl)-N-phenethylpropionamide

Synonyms:(2R)-2-(N-((2E)-5-((2R)-2-(tert-butyldimethylsilyloxy)-propylamino)-5-methylhex-2-enoyl)-N-methylamino)-N-methyl-3-(2-naphthyl)-N-phenethylpropionamide

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Chemical Property of (2R)-2-(N-((2E)-5-((2R)-2-(tert-butyldimethylsilyloxy)-propylamino)-5-methylhex-2-enoyl)-N-methylamino)-N-methyl-3-(2-naphthyl)-N-phenethylpropionamide

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Technology Process of (2R)-2-(N-((2E)-5-((2R)-2-(tert-butyldimethylsilyloxy)-propylamino)-5-methylhex-2-enoyl)-N-methylamino)-N-methyl-3-(2-naphthyl)-N-phenethylpropionamide

There total 7 articles about (2R)-2-(N-((2E)-5-((2R)-2-(tert-butyldimethylsilyloxy)-propylamino)-5-methylhex-2-enoyl)-N-methylamino)-N-methyl-3-(2-naphthyl)-N-phenethylpropionamide 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: 65.0%

: 74262-56-9,87727-28-4,104501-60-2,111819-71-7
(2R)-2-(tert-butyldimethylsilyloxy)propanal

: 202810-09-1
(2R)-2-(N-((2E)-5-amino-5-methylhex-2-enoyl)-N-methylamino)-3-(2-naphthyl)propionic acid N-methyl-N-phenethylamide

: 202810-89-7
(2R)-2-(N-((2E)-5-((2R)-2-(tert-butyldimethylsilyloxy)-propylamino)-5-methylhex-2-enoyl)-N-methylamino)-N-methyl-3-(2-naphthyl)-N-phenethylpropionamide

Guidance literature:: With 3 A molecular sieve; sodium cyanoborohydride; acetic acid; In methanol; at 20 ℃; for 19h;
DOI:10.1016/S0223-5234(00)00160-4

Reference yield:

: 74262-56-9,87727-28-4,104501-60-2,111819-71-7
(2R)-2-(tert-butyldimethylsilyloxy)propanal

: 202810-09-1
(2R)-2-(N-((2E)-5-amino-5-methylhex-2-enoyl)-N-methylamino)-3-(2-naphthyl)propionic acid N-methyl-N-phenethylamide

: 202810-89-7
(2R)-2-(N-((2E)-5-((2R)-2-(tert-butyldimethylsilyloxy)-propylamino)-5-methylhex-2-enoyl)-N-methylamino)-N-methyl-3-(2-naphthyl)-N-phenethylpropionamide

Guidance literature:: With sodium cyanoborohydride; In methanol; acetic acid;

Reference yield:

: 147577-61-5
(2R)-2-(N-(tert-butoxycarbonyl)-N-methylamino)-3-(2-naphthyl)-propionic acid

: 202810-89-7
(2R)-2-(N-((2E)-5-((2R)-2-(tert-butyldimethylsilyloxy)-propylamino)-5-methylhex-2-enoyl)-N-methylamino)-N-methyl-3-(2-naphthyl)-N-phenethylpropionamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: 1-hydroxy-7-azabenzotriazole; N-(3-dimethylaminopropyl)-N'-ethylcarbodiimide hydrochloride / CH₂Cl₂; dimethylformamide / 0.33 h / 0 °C

1.2: 100 percent / CH₂Cl₂; dimethylformamide / 16 h / 0 - 20 °C

2.1: 25 percent / CF₃COOH / CH₂Cl₂ / 0.17 h / 0 °C

3.1: 1-hydroxy-7-azabenzotriazole; N-(3-dimethylaminopropyl)-N'-ethylcarbodiimide hydrochloride / CH₂Cl₂ / 0.17 h / 0 °C

3.2: 82 percent / iPr₂NEt / CH₂Cl₂; dimethylformamide / 16 h / 0 - 20 °C

4.1: 75 percent / CF₃COOH / CH₂Cl₂ / 0.83 h / 20 °C

5.1: 65 percent / glac. HOAc; molecular sieves 3 Angstroem; NaCNBH₃ / methanol / 19 h / 20 °C

With 1-hydroxy-7-aza-benzotriazole; 3 A molecular sieve; sodium cyanoborohydride; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; In methanol; dichloromethane; N,N-dimethyl-formamide; 1.1: Addition / 1.2: Condensation / 2.1: solvolysis / 3.1: Addition / 3.2: Condensation / 4.1: solvolysis / 5.1: Condensation;
DOI:10.1016/S0223-5234(00)00160-4