(2S,4S)-2-(1-methoxyimino-2-nitroethyl)-4-tritylthio-1-(allyloxycarbonyl)pyrrolidine

Base Information

• Chemical Name: (2S,4S)-2-(1-methoxyimino-2-nitroethyl)-4-tritylthio-1-(allyloxycarbonyl)pyrrolidine
• CAS No.: 894433-08-0
• Molecular Formula: C₃₀H₃₁N₃O₅S
• Molecular Weight: 545.659

Synonyms:(2S,4S)-2-(1-methoxyimino-2-nitroethyl)-4-tritylthio-1-(allyloxycarbonyl)pyrrolidine

Chemical Property of (2S,4S)-2-(1-methoxyimino-2-nitroethyl)-4-tritylthio-1-(allyloxycarbonyl)pyrrolidine

Chemical Property:

Purity/Quality:

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Technology Process of (2S,4S)-2-(1-methoxyimino-2-nitroethyl)-4-tritylthio-1-(allyloxycarbonyl)pyrrolidine

There total 2 articles about (2S,4S)-2-(1-methoxyimino-2-nitroethyl)-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: 86.0%

(2S,4S)-2-[(1-oxo-2-nitro)ethyl]-4-tritylthio-1-(allyloxycarbonyl)pyrrolidine (894433-05-7) + N-methoxylamine hydrochloride (593-56-6) → (2S,4S)-2-(1-methoxyimino-2-nitroethyl)-4-tritylthio-1-(allyloxycarbonyl)pyrrolidine (894433-08-0)

Guidance literature:

In pyridine; at 50 ℃; for 16h;

DOI:10.1002/ardp.200500139

Reference yield:

(2S,4S)-4-tritylthio-1-(allyloxycarbonyl)pyrrolidine-2-carboxylic acid (639457-00-4) → (2S,4S)-2-(1-methoxyimino-2-nitroethyl)-4-tritylthio-1-(allyloxycarbonyl)pyrrolidine (894433-08-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: potassium tert-butoxide / tetrahydrofuran / 0.5 h / 20 °C

1.2: 55 percent / N,N'-carbonyldiimidazole / tetrahydrofuran / 17 h / 20 °C

2.1: 71 percent / pyridine / 10 h / 50 °C

With pyridine; potassium tert-butylate; In tetrahydrofuran;

DOI:10.1016/j.ejmech.2006.10.006

Reference yield:

(2S,4S)-2-(1-methoxyimino-2-nitroethyl)-4-tritylthio-1-(allyloxycarbonyl)pyrrolidine (894433-08-0) → (C6H5)3CSC4H6NCO2CH2CHCH2CNOCH3CH2NH2*HCl

Guidance literature:

With hydrogenchloride; indium; In tetrahydrofuran; at 20 ℃; for 4h;

DOI:10.1016/j.ejmech.2006.10.006

upstream raw materials:

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

N-methoxylamine hydrochloride

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

Downstream raw materials:

(C₆H₅)3CSC₄H₆NCO₂CH₂CHCH₂CNOCH₃CH₂NHSO₂NHCH₂CH₃

(C₆H₅)3CSC₄H₆NCO₂CH₂CHCH₂CNOCH₃CH₂NHSO₂N(CH₃)2

(C₆H₅)3CSC₄H₆NCO₂CH₂CHCH₂CNOCH₃CH₂NHSO₂NHCH₂CH₂CH₃

(C₆H₅)3CSC₄H₆NCO₂CH₂CHCH₂CNOCH₃CH₂NHCOCH₃

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