1-N-BOC-AMINO-2-CYCLOPENTENE

Base Information

• Chemical Name: 1-N-BOC-AMINO-2-CYCLOPENTENE
• CAS No.: 156731-34-9
• Molecular Formula: C₁₀H₁₇NO₂
• Molecular Weight: 183.25
• Mol file: 156731-34-9.mol

Synonyms:1-N-BOC-AMINO-2-CYCLOPENTENE;N-1-BOC-AMINO-2-CYCLOPENTENE;Carbamic acid, 2-cyclopenten-1-yl-, 1,1-dimethylethyl ester (9CI)

Chemical Property of 1-N-BOC-AMINO-2-CYCLOPENTENE

Chemical Property:

• Boiling Point: 268.9±20.0 °C(Predicted)
• PKA: 12.22±0.20(Predicted)
• PSA: 38.33000
• Density: 1.01±0.1 g/cm3(Predicted)
• LogP: 2.62060

Purity/Quality:

99% ^*data from raw suppliers

1-N-BOC-AMINO-2-CYCLOPENTENE 98.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-N-BOC-AMINO-2-CYCLOPENTENE

There total 12 articles about 1-N-BOC-AMINO-2-CYCLOPENTENE 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:

di-tert-butyl dicarbonate (24424-99-5) + N-tosyl-6-azabicyclo[3.1.0]hexane (81097-48-5) → toluene-4-sulfonamide (70-55-3) + (1R)-1-(tert-butoxycarbonylamino)cyclopenta-2-ene (153833-65-9,156731-34-9) + tert-butyl (1S)-2-cyclopenten-1-ylcarbamate (153833-65-9,156731-34-9)

Guidance literature:

N-tosyl-6-azabicyclo[3.1.0]hexane; With sec.-butyllithium; (-)-sparteine; In diethyl ether; cyclohexane; at -78 ℃; for 4h;

di-tert-butyl dicarbonate; With dmap; triethylamine; In dichloromethane; at 20 ℃; for 16h;

With ammonia; sodium; In tetrahydrofuran; at -78 - 20 ℃; Title compound not separated from byproducts;

DOI:10.1016/j.tet.2003.09.024

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) + N-tosyl-6-azabicyclo[3.1.0]hexane (81097-48-5) → toluene-4-sulfonamide (70-55-3) + (1R)-1-(tert-butoxycarbonylamino)cyclopenta-2-ene (153833-65-9,156731-34-9) + tert-butyl (1S)-2-cyclopenten-1-ylcarbamate (153833-65-9,156731-34-9)

Guidance literature:

N-tosyl-6-azabicyclo[3.1.0]hexane; With sec.-butyllithium; (-)-sparteine; In diethyl ether; cyclohexane; at -78 ℃; for 4h;

di-tert-butyl dicarbonate; With dmap; triethylamine; In dichloromethane; at 20 ℃; for 16h;

With ammonia; sodium; In tetrahydrofuran; at -78 - 20 ℃; Title compound not separated from byproducts;

DOI:10.1016/j.tet.2003.09.024

Reference yield:

2-(cyclopent-2-en-1-yl)isoindoline-1,3-dione (100727-30-8) + di-tert-butyl dicarbonate (24424-99-5) → tert-butyl cyclopent-2-ene-1-carbamate (144019-33-0,153833-65-9,156731-34-9)

Guidance literature:

2-(cyclopent-2-en-1-yl)isoindoline-1,3-dione; With hydrazine hydrate; In water; at 70 ℃; for 2h;

di-tert-butyl dicarbonate; In water; at 20 ℃;

upstream raw materials:

2-(cyclopent-2-en-1-yl)isoindoline-1,3-dione

di-tert-butyl dicarbonate

cyclopentene

N-(tert-butoxycarbonyl)-6-azabicyclo<3.1.0>hexane

Downstream raw materials:

(2R)-(4-oxocyclopent-2-enyl)-carbamic acid tert-butyl ester

(+)-(1S,4R)-1-hydroxy-4-[(tert-butoxycarbonyl)amino]-2-cyclopentene

N-[(1,1-dimethylethoxy)carbonyl]-D-glutamic acid

Refernces

• 1、 -. "PCSK9 INHIBITORS AND METHODS OF USE THEREOF". Page/Page column 142-143. . Retrieved 2020/07/31.
• 2、 O'Brien, Peter,Rosser, Clare M.,Caine, Darren. "On the α-lithiation-rearrangement of N-toluensulfonyl aziridines: Mechanistic and synthetic aspects". . p. 9779 - 9791. Retrieved 2007/10/03.