[(R)-1-benzyl-3-(2-pyrrolidin-1-yl-ethylcarbamoyl)-propyl]-carbamic acid tert-butyl ester

Base Information

• Chemical Name: [(R)-1-benzyl-3-(2-pyrrolidin-1-yl-ethylcarbamoyl)-propyl]-carbamic acid tert-butyl ester
• CAS No.: 851967-89-0
• Molecular Formula: C₂₂H₃₅N₃O₃
• Molecular Weight: 389.538

Synonyms:[(R)-1-benzyl-3-(2-pyrrolidin-1-yl-ethylcarbamoyl)-propyl]-carbamic acid tert-butyl ester

Chemical Property of [(R)-1-benzyl-3-(2-pyrrolidin-1-yl-ethylcarbamoyl)-propyl]-carbamic acid tert-butyl ester

Chemical Property:

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Technology Process of [(R)-1-benzyl-3-(2-pyrrolidin-1-yl-ethylcarbamoyl)-propyl]-carbamic acid tert-butyl ester

There total 4 articles about [(R)-1-benzyl-3-(2-pyrrolidin-1-yl-ethylcarbamoyl)-propyl]-carbamic acid tert-butyl 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: 97.0%

[(E)-(S)-1-benzyl-3-(2-pyrrolidin-1-yl-ethylcarbamoyl)-allyl]-carbamic acid tert-butyl ester (851967-66-3) → [(R)-1-benzyl-3-(2-pyrrolidin-1-yl-ethylcarbamoyl)-propyl]-carbamic acid tert-butyl ester (851967-89-0)

Guidance literature:

With hydrogen; palladium 10% on activated carbon; In ethanol; at 20 ℃; for 2h;

Reference yield:

Boc-L-phenylalaninal (72155-45-4) → [(R)-1-benzyl-3-(2-pyrrolidin-1-yl-ethylcarbamoyl)-propyl]-carbamic acid tert-butyl ester (851967-89-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 80 percent / CH₂Cl₂

2: LiOH / tetrahydrofuran; H₂O

3: trimethylaluminium / toluene; hexane / 4 h / 25 °C

4: H₂ / Pd/C / ethanol

With lithium hydroxide; hydrogen; trimethylaluminum; palladium on activated charcoal; In tetrahydrofuran; ethanol; hexane; dichloromethane; water; toluene;

DOI:10.1016/j.bmc.2004.05.043

Reference yield:

[L-(trans)]-4-[(t-butoxycarbonyl)amino]-5-phenyl-2-pentenoic acid (139545-04-3) → [(R)-1-benzyl-3-(2-pyrrolidin-1-yl-ethylcarbamoyl)-propyl]-carbamic acid tert-butyl ester (851967-89-0)

Guidance literature:

Multi-step reaction with 2 steps

1: trimethylaluminium / toluene; hexane / 4 h / 25 °C

2: H₂ / Pd/C / ethanol

With hydrogen; trimethylaluminum; palladium on activated charcoal; In ethanol; hexane; toluene;

DOI:10.1016/j.bmc.2004.05.043

upstream raw materials:

[(E)-(S)-1-benzyl-3-(2-pyrrolidin-1-yl-ethylcarbamoyl)-allyl]-carbamic acid tert-butyl ester

Boc-L-phenylalaninal

[L-(trans)]-4-[(t-butoxycarbonyl)amino]-5-phenyl-2-pentenoic acid

(E)-(S)-4-tert-butoxycarbonylamino-5-phenyl-pent-2-enoic acid methyl ester

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