(2S,4S)-2-[(1-oxo-2-carbamoyl)ethyl]-4-tritylthio-1-(allyloxycarbonyl)pyrrolidine

Base Information

• Chemical Name: (2S,4S)-2-[(1-oxo-2-carbamoyl)ethyl]-4-tritylthio-1-(allyloxycarbonyl)pyrrolidine
• CAS No.: 894433-01-3
• Molecular Formula: C₃₀H₃₀N₂O₄S
• Molecular Weight: 514.645

Synonyms:(2S,4S)-2-[(1-oxo-2-carbamoyl)ethyl]-4-tritylthio-1-(allyloxycarbonyl)pyrrolidine

Chemical Property of (2S,4S)-2-[(1-oxo-2-carbamoyl)ethyl]-4-tritylthio-1-(allyloxycarbonyl)pyrrolidine

Chemical Property:

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Technology Process of (2S,4S)-2-[(1-oxo-2-carbamoyl)ethyl]-4-tritylthio-1-(allyloxycarbonyl)pyrrolidine

There total 2 articles about (2S,4S)-2-[(1-oxo-2-carbamoyl)ethyl]-4-tritylthio-1-(allyloxycarbonyl)pyrrolidine 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: 58.0%

(2S,4S)-2-[(1-oxo-2-ethoxycarbonyl)ethyl]-4-tritylthio-1-(allyloxycarbonyl)pyrrolidine (894432-97-4) → (2S,4S)-2-[(1-oxo-2-carbamoyl)ethyl]-4-tritylthio-1-(allyloxycarbonyl)pyrrolidine (894433-01-3)

Guidance literature:

With ammonia; In methanol; at 20 ℃; for 20h;

DOI:10.1002/ardp.200500139

Reference yield:

(2S,4S)-4-tritylthio-1-(allyloxycarbonyl)pyrrolidine-2-carboxylic acid (639457-00-4) → (2S,4S)-2-[(1-oxo-2-carbamoyl)ethyl]-4-tritylthio-1-(allyloxycarbonyl)pyrrolidine (894433-01-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 1,1'-carbonyldiimidazole / tetrahydrofuran / 1 h / 20 °C

1.2: 62.1 percent / tetrahydrofuran / 10 h / 20 °C

2.1: 58 percent / NH₃ / methanol / 20 h / 20 °C

With ammonia; 1,1'-carbonyldiimidazole; In tetrahydrofuran; methanol;

DOI:10.1002/ardp.200500139

Reference yield: 61.0%

(2S,4S)-2-[(1-oxo-2-carbamoyl)ethyl]-4-tritylthio-1-(allyloxycarbonyl)pyrrolidine (894433-01-3) + N-methoxylamine hydrochloride (593-56-6) → (2S,4S)-2-{2-Carbamoyl-1-[(E)-methoxyimino]-ethyl}-4-tritylsulfanyl-pyrrolidine-1-carboxylic acid allyl ester (894433-04-6)

Guidance literature:

In pyridine; at 50 ℃; for 16h;

DOI:10.1002/ardp.200500139

upstream raw materials:

(2S,4S)-2-[(1-oxo-2-ethoxycarbonyl)ethyl]-4-tritylthio-1-(allyloxycarbonyl)pyrrolidine

(2S,4S)-4-tritylthio-1-(allyloxycarbonyl)pyrrolidine-2-carboxylic acid

Downstream raw materials:

(2S,4S)-2-(2-Carbamoyl-1-hydroxy-ethyl)-4-tritylsulfanyl-pyrrolidine-1-carboxylic acid allyl ester

(2S,4S)-2-{2-Carbamoyl-1-[(E)-hydroxyimino]-ethyl}-4-tritylsulfanyl-pyrrolidine-1-carboxylic acid allyl ester

(2S,4S)-2-{2-Carbamoyl-1-[(E)-methoxyimino]-ethyl}-4-tritylsulfanyl-pyrrolidine-1-carboxylic acid allyl ester

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