(3R,5S)-N^α-tert-butoxycarbonyl-5-[(3R)-3-(benzyloxycarbonyl)amino-3-(methoxycarbonyl)propyl]-3-phenyl-L-proline ethyl ester

Base Information

• Chemical Name: (3R,5S)-N^α-tert-butoxycarbonyl-5-[(3R)-3-(benzyloxycarbonyl)amino-3-(methoxycarbonyl)propyl]-3-phenyl-L-proline ethyl ester
• CAS No.: 464173-96-4
• Molecular Formula: C₃₁H₄₀N₂O₈
• Molecular Weight: 568.667

Synonyms:(3R,5S)-N^α-tert-butoxycarbonyl-5-[(3R)-3-(benzyloxycarbonyl)amino-3-(methoxycarbonyl)propyl]-3-phenyl-L-proline ethyl ester

Chemical Property of (3R,5S)-N^α-tert-butoxycarbonyl-5-[(3R)-3-(benzyloxycarbonyl)amino-3-(methoxycarbonyl)propyl]-3-phenyl-L-proline ethyl ester

Chemical Property:

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Technology Process of (3R,5S)-N^α-tert-butoxycarbonyl-5-[(3R)-3-(benzyloxycarbonyl)amino-3-(methoxycarbonyl)propyl]-3-phenyl-L-proline ethyl ester

There total 1 articles about (3R,5S)-N^α-tert-butoxycarbonyl-5-[(3R)-3-(benzyloxycarbonyl)amino-3-(methoxycarbonyl)propyl]-3-phenyl-L-proline 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: 100.0%

(3R,5S)-Nα-tert-butoxycarbonyl-5-[3-(benzyloxycarbonyl)amino-3-(methoxycarbonyl)allyl]-3-phenyl-L-proline ethyl ester → (3R,5S)-Nα-tert-butoxycarbonyl-5-[(3R)-3-(benzyloxycarbonyl)amino-3-(methoxycarbonyl)propyl]-3-phenyl-L-proline ethyl ester (464173-96-4)

Guidance literature:

With {(1,5-cyclooctadiene)Rh(1,2-bis((2R,5R)-2,5-diethylphospholano)benzene)}triflate; hydrogen; In methanol; for 24h; under 3878.71 Torr;

DOI:10.1021/jo0203591

Reference yield:

(3R,5S)-Nα-tert-butoxycarbonyl-5-[(3R)-3-(benzyloxycarbonyl)amino-3-(methoxycarbonyl)propyl]-3-phenyl-L-proline ethyl ester (464173-96-4) → (2S,3R,5S)-5-((R)-3-Benzyloxycarbonylamino-3-methoxycarbonyl-propyl)-3-phenyl-pyrrolidine-2-carboxylic acid ethyl ester

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 1h;

DOI:10.1021/jo0203591

Reference yield:

(3R,5S)-Nα-tert-butoxycarbonyl-5-[(3R)-3-(benzyloxycarbonyl)amino-3-(methoxycarbonyl)propyl]-3-phenyl-L-proline ethyl ester (464173-96-4) → (3R,6S,8R,9S)-ethyl 2-oxo-3-(N-(benzyloxycarbonyl)amino)-8-phenyl-1-azabicyclo[4.3.0]nonane-9-carboxylate

Guidance literature:

Multi-step reaction with 2 steps

1: trifluoroacetic acid / CH₂Cl₂ / 1 h / 20 °C

2: 36 mg / triethylamine / CH₂Cl₂ / 144 h / 20 °C

With triethylamine; trifluoroacetic acid; In dichloromethane;

DOI:10.1021/jo0203591

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