(3S)-1-[(2S)-2-[(tert-butoxycarbonyl)amino]-3-[3-[2-chloro-4-(methylsulfonyl)phenyl]-1,2,4-oxadiazol-5-yl]-1-oxohex-5-en-1-yl]-3-fluoropyrrolidine

Base Information

• Chemical Name: (3S)-1-[(2S)-2-[(tert-butoxycarbonyl)amino]-3-[3-[2-chloro-4-(methylsulfonyl)phenyl]-1,2,4-oxadiazol-5-yl]-1-oxohex-5-en-1-yl]-3-fluoropyrrolidine
• CAS No.: 869587-12-2
• Molecular Formula: C₂₄H₃₀ClFN₄O₆S
• Molecular Weight: 557.043
• Mol file: 869587-12-2.mol

Synonyms:(3S)-1-[(2S)-2-[(tert-butoxycarbonyl)amino]-3-[3-[2-chloro-4-(methylsulfonyl)phenyl]-1,2,4-oxadiazol-5-yl]-1-oxohex-5-en-1-yl]-3-fluoropyrrolidine

Chemical Property of (3S)-1-[(2S)-2-[(tert-butoxycarbonyl)amino]-3-[3-[2-chloro-4-(methylsulfonyl)phenyl]-1,2,4-oxadiazol-5-yl]-1-oxohex-5-en-1-yl]-3-fluoropyrrolidine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3S)-1-[(2S)-2-[(tert-butoxycarbonyl)amino]-3-[3-[2-chloro-4-(methylsulfonyl)phenyl]-1,2,4-oxadiazol-5-yl]-1-oxohex-5-en-1-yl]-3-fluoropyrrolidine

There total 6 articles about (3S)-1-[(2S)-2-[(tert-butoxycarbonyl)amino]-3-[3-[2-chloro-4-(methylsulfonyl)phenyl]-1,2,4-oxadiazol-5-yl]-1-oxohex-5-en-1-yl]-3-fluoropyrrolidine 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:

2-chloro-4-methylsulphonyl-N'-hydroxybenzenecarboximidamide (869586-87-8) + (2S)-2-[(1S)-1-[(tert-butoxycarbonyl)amino]-2-[(3S)-3-fluoropyrrolidin-1-yl]-2-oxoethyl]pent-4-enoic acid + (2R)-2-[(1S)-1-[(tert-butoxycarbonyl)amino]-2-[(3S)-3-fluoropyrrolidin-1-yl]-2-oxoethyl]pent-4-enoic acid → (3S)-1-[(2S)-2-[(tert-butoxycarbonyl)amino]-3-[3-[2-chloro-4-(methylsulfonyl)phenyl]-1,2,4-oxadiazol-5-yl]-1-oxohex-5-en-1-yl]-3-fluoropyrrolidine (869587-12-2) + (3S)-1-[(2S)-2-[(tert-butoxycarbonyl)amino]-3-[3-[2-chloro-4-(methylsulfonyl)phenyl]-1,2,4-oxadiazol-5-yl]-1-oxohex-5-en-1-yl]-3-fluoropyrrolidine

Guidance literature:

2-chloro-4-methylsulphonyl-N'-hydroxybenzenecarboximidamide; (2S)-2-[(1S)-1-[(tert-butoxycarbonyl)amino]-2-[(3S)-3-fluoropyrrolidin-1-yl]-2-oxoethyl]pent-4-enoic acid; (2R)-2-[(1S)-1-[(tert-butoxycarbonyl)amino]-2-[(3S)-3-fluoropyrrolidin-1-yl]-2-oxoethyl]pent-4-enoic acid; With N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In DMF (N,N-dimethyl-formamide); dichloromethane; at 20 ℃; for 48h;

In DMF (N,N-dimethyl-formamide); toluene; at 150 ℃; for 30h;

Reference yield:

C12H10ClNO6S → (3S)-1-[(2S)-2-[(tert-butoxycarbonyl)amino]-3-[3-[2-chloro-4-(methylsulfonyl)phenyl]-1,2,4-oxadiazol-5-yl]-1-oxohex-5-en-1-yl]-3-fluoropyrrolidine (869587-12-2)

Guidance literature:

Multi-step reaction with 4 steps

1.1: ammonia / 1,4-dioxane / 2 h

2.1: 1,3,5-trichloro-2,4,6-triazine / DMF (N,N-dimethyl-formamide) / 12 h / 20 °C

3.1: hydroxylamine / ethanol; water / 12 h / Heating / reflux

4.1: N-(3-dimethylaminopropyl)-N-ethylcarbodiimide / DMF (N,N-dimethyl-formamide); dichloromethane / 48 h / 20 °C

4.2: 30 h / 150 °C

With 1,3,5-trichloro-2,4,6-triazine; ammonia; hydroxylamine; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In 1,4-dioxane; DMF (N,N-dimethyl-formamide); ethanol; dichloromethane; water;

Reference yield:

methyl (2S)-2-[(1S)-1-[(tert-butoxycarbonyl)amino]-2-[(3S)-3-fluoropyrrolidin-1-yl]-2-oxoethyl]pent-4-enoate (869587-05-3) → (3S)-1-[(2S)-2-[(tert-butoxycarbonyl)amino]-3-[3-[2-chloro-4-(methylsulfonyl)phenyl]-1,2,4-oxadiazol-5-yl]-1-oxohex-5-en-1-yl]-3-fluoropyrrolidine (869587-12-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: lithium hydroxide; water / tetrahydrofuran / 12 h / 20 °C

2.1: N-(3-dimethylaminopropyl)-N-ethylcarbodiimide / DMF (N,N-dimethyl-formamide); dichloromethane / 48 h / 20 °C

2.2: 30 h / 150 °C

With lithium hydroxide; water; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In tetrahydrofuran; DMF (N,N-dimethyl-formamide); dichloromethane;

upstream raw materials:

2-chloro-4-methylsulphonyl-N'-hydroxybenzenecarboximidamide

2-chloro-4-methanesulfonylbenzonitrile

2-chloro-4-(methylsulfonyl)benzamide

methyl (2S)-2-[(1S)-1-[(tert-butoxycarbonyl)amino]-2-[(3S)-3-fluoropyrrolidin-1-yl]-2-oxoethyl]pent-4-enoate