2-[2-[2-[2-(2-{[1-(2-amino-propionyl)-pyrrolidine-2-carbonyl]-amino}-3-phenyl-propionylamino)-3-(tert-butyl-dimethyl-silanyloxy)-propionylamino]-3-(1,1-dimethyl-allyloxy)-butyrylamino]-3-(1,1-dimethyl-allyloxy)-propionylamino]-3-methyl-pentanoic acid

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Chemical Name:2-[2-[2-[2-(2-{[1-(2-amino-propionyl)-pyrrolidine-2-carbonyl]-amino}-3-phenyl-propionylamino)-3-(tert-butyl-dimethyl-silanyloxy)-propionylamino]-3-(1,1-dimethyl-allyloxy)-butyrylamino]-3-(1,1-dimethyl-allyloxy)-propionylamino]-3-methyl-pentanoic acid
CAS No.:267876-86-8
Molecular Formula:C₄₉H₈₁N₇O₁₁Si
Molecular Weight:972.308
Hs Code.:

2-[2-[2-[2-(2-{[1-(2-amino-propionyl)-pyrrolidine-2-carbonyl]-amino}-3-phenyl-propionylamino)-3-(<i>tert</i>-butyl-dimethyl-silanyloxy)-propionylamino]-3-(1,1-dimethyl-allyloxy)-butyrylamino]-3-(1,1-dimethyl-allyloxy)-propionylamino]-3-methyl-pentanoic acid

Synonyms:2-[2-[2-[2-(2-{[1-(2-amino-propionyl)-pyrrolidine-2-carbonyl]-amino}-3-phenyl-propionylamino)-3-(tert-butyl-dimethyl-silanyloxy)-propionylamino]-3-(1,1-dimethyl-allyloxy)-butyrylamino]-3-(1,1-dimethyl-allyloxy)-propionylamino]-3-methyl-pentanoic acid

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Chemical Property of 2-[2-[2-[2-(2-{[1-(2-amino-propionyl)-pyrrolidine-2-carbonyl]-amino}-3-phenyl-propionylamino)-3-(tert-butyl-dimethyl-silanyloxy)-propionylamino]-3-(1,1-dimethyl-allyloxy)-butyrylamino]-3-(1,1-dimethyl-allyloxy)-propionylamino]-3-methyl-pentanoic acid

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Technology Process of 2-[2-[2-[2-(2-{[1-(2-amino-propionyl)-pyrrolidine-2-carbonyl]-amino}-3-phenyl-propionylamino)-3-(tert-butyl-dimethyl-silanyloxy)-propionylamino]-3-(1,1-dimethyl-allyloxy)-butyrylamino]-3-(1,1-dimethyl-allyloxy)-propionylamino]-3-methyl-pentanoic acid

There total 22 articles about 2-[2-[2-[2-(2-{[1-(2-amino-propionyl)-pyrrolidine-2-carbonyl]-amino}-3-phenyl-propionylamino)-3-(tert-butyl-dimethyl-silanyloxy)-propionylamino]-3-(1,1-dimethyl-allyloxy)-butyrylamino]-3-(1,1-dimethyl-allyloxy)-propionylamino]-3-methyl-pentanoic acid 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:

: 267876-85-7
C₅₀H₈₃N₇O₁₁Si

: 267876-86-8
2-[2-[2-[2-(2-{[1-(2-amino-propionyl)-pyrrolidine-2-carbonyl]-amino}-3-phenyl-propionylamino)-3-(tert-butyl-dimethyl-silanyloxy)-propionylamino]-3-(1,1-dimethyl-allyloxy)-butyrylamino]-3-(1,1-dimethyl-allyloxy)-propionylamino]-3-methyl-pentanoic acid

Guidance literature:: With tetra(n-butyl)ammonium hydroxide; In tetrahydrofuran; at 0 ℃;
DOI:10.1016/S0040-4039(99)00957-0

Reference yield:

: 16652-71-4
benzyl (2S)-2-pyrrolidinecarboxylate hydrochloride

: 267876-86-8
2-[2-[2-[2-(2-{[1-(2-amino-propionyl)-pyrrolidine-2-carbonyl]-amino}-3-phenyl-propionylamino)-3-(tert-butyl-dimethyl-silanyloxy)-propionylamino]-3-(1,1-dimethyl-allyloxy)-butyrylamino]-3-(1,1-dimethyl-allyloxy)-propionylamino]-3-methyl-pentanoic acid

Guidance literature:: Multi-step reaction with 9 steps

1: 88 percent / diethyl phosphorcyanidate; (i-Pr)2NEt / dimethylformamide; CH₂Cl₂ / 11 h

2: 99 percent / H₂ / Pd/C / ethyl acetate; ethanol / 17 h / 20 °C

3: 79 percent / diethyl phosphorcyanidate; (i-Pr)2NEt / CH₂Cl₂ / 11 h / -5 °C

4: 96 percent / H₂ / Pd/C / ethyl acetate; ethanol / 17 h / 20 °C

5: 3.88 g / diethyl phosphorcyanidate; (i-Pr)2NEt / CH₂Cl₂ / 11 h / -5 °C

6: 90 percent / H₂ / Pd/C / ethyl acetate; ethanol / 20 h / 20 °C

7: 102 mg / PyBOP; (i-Pr)2NEt / CH₂Cl₂ / 16 h / 20 °C

8: 73.6 mg / tris(2-aminoethyl)amine / CH₂Cl₂ / 0.5 h / 20 °C

9: 60.1 mg / Bu₄NOH / tetrahydrofuran / 4 h / 0 °C

With 2,2',2''-triaminotriethylamine; diethyl cyanophosphonate; tetra(n-butyl)ammonium hydroxide; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; hydrogen; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; 1: Condensation / 2: Hydrogenolysis / 3: Condensation / 4: Hydrogenolysis / 5: Condensation / 6: Hydrogenolysis / 7: Condensation / 8: carbamate cleavage / 9: ester cleavage;
DOI:10.1021/jo9914566

Reference yield:

: 186023-44-9
Fmoc-Ala-Pro-OH

: 267876-86-8
2-[2-[2-[2-(2-{[1-(2-amino-propionyl)-pyrrolidine-2-carbonyl]-amino}-3-phenyl-propionylamino)-3-(tert-butyl-dimethyl-silanyloxy)-propionylamino]-3-(1,1-dimethyl-allyloxy)-butyrylamino]-3-(1,1-dimethyl-allyloxy)-propionylamino]-3-methyl-pentanoic acid

Guidance literature:: Multi-step reaction with 7 steps

1: 79 percent / diethyl phosphorcyanidate; (i-Pr)2NEt / CH₂Cl₂ / 11 h / -5 °C

2: 96 percent / H₂ / Pd/C / ethyl acetate; ethanol / 17 h / 20 °C

3: 3.88 g / diethyl phosphorcyanidate; (i-Pr)2NEt / CH₂Cl₂ / 11 h / -5 °C

4: 90 percent / H₂ / Pd/C / ethyl acetate; ethanol / 20 h / 20 °C

5: 102 mg / PyBOP; (i-Pr)2NEt / CH₂Cl₂ / 16 h / 20 °C

6: 73.6 mg / tris(2-aminoethyl)amine / CH₂Cl₂ / 0.5 h / 20 °C

7: 60.1 mg / Bu₄NOH / tetrahydrofuran / 4 h / 0 °C

With 2,2',2''-triaminotriethylamine; diethyl cyanophosphonate; tetra(n-butyl)ammonium hydroxide; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; hydrogen; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; ethyl acetate; 1: Condensation / 2: Hydrogenolysis / 3: Condensation / 4: Hydrogenolysis / 5: Condensation / 6: carbamate cleavage / 7: ester cleavage;
DOI:10.1021/jo9914566