3-N-CBZ-AMINO-CYCLOHEXANONE

Base Information

• Chemical Name: 3-N-CBZ-AMINO-CYCLOHEXANONE
• CAS No.: 320590-29-2
• Molecular Formula: C₁₄H₁₇NO₃
• Molecular Weight: 247.294
• Hs Code.: 2924299090
• Mol file: 320590-29-2.mol

Synonyms:Carbamicacid, (3-oxocyclohexyl)-, phenylmethyl ester (9CI); (3-Oxocyclohexyl)carbamicacid benzyl ester

Chemical Property of 3-N-CBZ-AMINO-CYCLOHEXANONE

Chemical Property:

• Boiling Point: 427.3±44.0 °C(Predicted)
• PKA: 11.80±0.20(Predicted)
• PSA: 55.40000
• Density: 1.17±0.1 g/cm3(Predicted)
• LogP: 2.81540
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

98%,99%, ^*data from raw suppliers

Benzyl(3-Oxocyclohexyl)carbamate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-N-CBZ-AMINO-CYCLOHEXANONE

There total 11 articles about 3-N-CBZ-AMINO-CYCLOHEXANONE 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: 98.0%

cyclohexenone (930-68-7) + O-benzyl carbamate (621-84-1) → benzyl (3-oxocyclohexyl)carbamate (320590-29-2)

Guidance literature:

With chloro-trimethyl-silane; tributylphosphine; In dichloromethane; at 30 ℃; for 24h;

DOI:10.1016/j.tetlet.2004.04.053

Reference yield: 86.0%

((1R,3S)-3-hydroxycyclohexyl)carbamic acid benzyl ester (750649-39-9,750649-44-6) → benzyl (R)-(3-oxocyclohexyl)carbamate (320590-29-2)

Guidance literature:

With sodium hypochlorite; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; sodium hydrogencarbonate; sodium bromide; In ethyl acetate; at 20 ℃; for 16h; pH=7 - 8;

DOI:10.1021/acs.jmedchem.1c01716

Reference yield: 82.0%

(3-hydroxycyclohexyl)carbamic acid benzyl ester (955406-36-7,750649-39-9,750649-44-6) → benzyl (3-oxocyclohexyl)carbamate (320590-29-2)

Guidance literature:

With pyridinium chlorochromate; In dichloromethane; at 20 ℃; for 12h;

upstream raw materials:

cyclohexenone

O-benzyl carbamate

(3-hydroxycyclohexyl)carbamic acid benzyl ester

3-aminocyclohexanol

Refernces

• 1、 Xu, Li-Wen,Xia, Chun-Gu,Hu, Xiao-Xue. "An efficient and inexpensive catalyst system for the aza-Michael reactions of enones with carbamates". . p. 2570 - 2571. Retrieved 2003.
• 2、 Gaunt, Matthew J.,Spencer, Jonathan B.. "Derailing the Wacker oxidation: Development of a palladium-catalyzed amidation reaction". . p. 25 - 28. Retrieved 2001.
• 3、 -. "NLRP3 INFLAMMASOME INHIBITORS". Page/Page column 118; 119. . Retrieved 2020/02/17.
• 4、 Shugrue, Christopher R.,Featherston, Aaron L.,Lackner, Rachel M.,Lin, Angela,Miller, Scott J.. "Divergent Stereoselectivity in Phosphothreonine (pThr)-Catalyzed Reductive Aminations of 3-Amidocyclohexanones". supporting information. p. 4491 - 4504. Retrieved 2018/04/26.