(R)-3-(tert-Butyl-dimethyl-silanyloxy)-2-[(S)-2-({(S)-1-[(S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-propionyl]-pyrrolidine-2-carbonyl}-amino)-3-phenyl-propionylamino]-propionic acid

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Chemical Name:(R)-3-(tert-Butyl-dimethyl-silanyloxy)-2-[(S)-2-({(S)-1-[(S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-propionyl]-pyrrolidine-2-carbonyl}-amino)-3-phenyl-propionylamino]-propionic acid
CAS No.:267877-09-8
Molecular Formula:C₄₁H₅₂N₄O₈Si
Molecular Weight:756.971
Hs Code.:

(R)-3-(tert-Butyl-dimethyl-silanyloxy)-2-[(S)-2-({(S)-1-[(S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-propionyl]-pyrrolidine-2-carbonyl}-amino)-3-phenyl-propionylamino]-propionic acid

Synonyms:(R)-3-(tert-Butyl-dimethyl-silanyloxy)-2-[(S)-2-({(S)-1-[(S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-propionyl]-pyrrolidine-2-carbonyl}-amino)-3-phenyl-propionylamino]-propionic acid

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Chemical Property of (R)-3-(tert-Butyl-dimethyl-silanyloxy)-2-[(S)-2-({(S)-1-[(S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-propionyl]-pyrrolidine-2-carbonyl}-amino)-3-phenyl-propionylamino]-propionic acid

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Technology Process of (R)-3-(tert-Butyl-dimethyl-silanyloxy)-2-[(S)-2-({(S)-1-[(S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-propionyl]-pyrrolidine-2-carbonyl}-amino)-3-phenyl-propionylamino]-propionic acid

There total 7 articles about (R)-3-(tert-Butyl-dimethyl-silanyloxy)-2-[(S)-2-({(S)-1-[(S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-propionyl]-pyrrolidine-2-carbonyl}-amino)-3-phenyl-propionylamino]-propionic 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: 76.0%

: 267876-93-7
Fmoc-Ala-Pro-Phe-D-Ser(TBS)-OBn

: 267877-09-8
(R)-3-(tert-Butyl-dimethyl-silanyloxy)-2-[(S)-2-({(S)-1-[(S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-propionyl]-pyrrolidine-2-carbonyl}-amino)-3-phenyl-propionylamino]-propionic acid

Guidance literature:: With hydrogen; palladium on activated charcoal; In ethanol; ethyl acetate; for 12h;
DOI:10.1021/jo9914566

Reference yield:

: 35661-39-3,136132-75-7
N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-alanine

: 267877-09-8
(R)-3-(tert-Butyl-dimethyl-silanyloxy)-2-[(S)-2-({(S)-1-[(S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-propionyl]-pyrrolidine-2-carbonyl}-amino)-3-phenyl-propionylamino]-propionic acid

Guidance literature:: Multi-step reaction with 6 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: 2.61 g / diethyl phosphorcyanidate; (i-Pr)2NEt / CH₂Cl₂ / -5 °C

6: 76 percent / H₂ / Pd/C / ethyl acetate; ethanol / 12 h

With diethyl cyanophosphonate; hydrogen; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In ethanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; 1: Condensation / 2: Hydrogenolysis / 3: Condensation / 4: Hydrogenolysis / 5: Condensation / 6: Hydrogenolysis;
DOI:10.1021/jo9914566

Reference yield:

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

: 267877-09-8
(R)-3-(tert-Butyl-dimethyl-silanyloxy)-2-[(S)-2-({(S)-1-[(S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-propionyl]-pyrrolidine-2-carbonyl}-amino)-3-phenyl-propionylamino]-propionic acid

Guidance literature:: Multi-step reaction with 6 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: 2.61 g / diethyl phosphorcyanidate; (i-Pr)2NEt / CH₂Cl₂ / -5 °C

6: 76 percent / H₂ / Pd/C / ethyl acetate; ethanol / 12 h

With diethyl cyanophosphonate; hydrogen; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In ethanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; 1: Condensation / 2: Hydrogenolysis / 3: Condensation / 4: Hydrogenolysis / 5: Condensation / 6: Hydrogenolysis;
DOI:10.1021/jo9914566