Carbamic acid, [(1R,2R)-2-phenylcyclopropyl]-, 1,1-dimethylethyl ester, rel-

Base Information

• Chemical Name: Carbamic acid, [(1R,2R)-2-phenylcyclopropyl]-, 1,1-dimethylethyl ester, rel-
• CAS No.: 847644-86-4
• Molecular Formula: C₁₄H₁₉NO₂
• Molecular Weight: 233.31
• Mol file: 847644-86-4.mol

Synonyms:

Chemical Property of Carbamic acid, [(1R,2R)-2-phenylcyclopropyl]-, 1,1-dimethylethyl ester, rel-

Chemical Property:

• Boiling Point: 351.1±22.0 °C(Predicted)
• PSA: 38.33000
• Density: 1.08±0.1 g/cm3(Predicted)
• LogP: 3.45810

Purity/Quality:

99% ^*data from raw suppliers

tert-ButylN-[(1R,2R)-rel-2-phenylcyclopropyl]carbamate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Carbamic acid, [(1R,2R)-2-phenylcyclopropyl]-, 1,1-dimethylethyl ester, rel-

There total 48 articles about Carbamic acid, [(1R,2R)-2-phenylcyclopropyl]-, 1,1-dimethylethyl ester, rel- 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: 95.7%

di-tert-butyl dicarbonate (24424-99-5) + 2-phenylcyclopropylamine (54-97-7) → tert-butyl (trans-2-phenylcyclopropyl)carbamate (847644-86-4)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃; for 14h;

DOI:10.1002/anie.201608711

Reference yield: 95.7%

di-tert-butyl dicarbonate (24424-99-5) + trans-2-phenylcyclopropylamine hemisulfate (13492-01-8,1949-18-4,3548-91-2,7081-36-9) → ((1SR,2RS)-tert-butyl-2-phenylcyclopropyl)carbamate (847644-86-4)

Guidance literature:

trans-2-phenylcyclopropylamine hemisulfate; With sodium hydroxide; In water;

di-tert-butyl dicarbonate; With triethylamine; In dichloromethane; at 20 ℃; for 14h; Cooling with ice;

Reference yield: 80.0%

di-tert-butyl dicarbonate (24424-99-5) + (1R,2S)-1-amino-2-phenylcyclopropane (95-62-5,155-09-9,3721-26-4,3721-28-6,13531-35-6,24873-95-8,69684-88-4,69684-89-5,54-97-7) → (-)-(1R,2S)-trans (2-phenyl-cyclopropyl)carbaminic acid tert-butyl ester (185256-47-7,847644-86-4)

Guidance literature:

di-tert-butyl dicarbonate; (1R,2S)-1-amino-2-phenylcyclopropane; In dichloromethane; at 20 ℃; for 2.5h; Cooling with ice; Inert atmosphere;

With potassium carbonate; In dichloromethane; at 20 ℃; for 2h; Inert atmosphere;

DOI:10.1016/j.bmcl.2021.127993

upstream raw materials:

(1R,2R)-trans-2-phenyl-1-cyclopropanecarboxylic acid

tert-butyl alcohol

(1S,2S)-2-phenylcyclopropane-1-carboxylic acid

ethyl (S,S)-2-phenylcyclopropane-1-carboxylate

Downstream raw materials:

C₁₄H₁₉NO₂

C₁₄H₁₉NO₂

Refernces

• 1、 Huang, Ming-Jie,Guo, Jia-Wen,Fu, Yun-Dong,You, Ya-Zhen,Xu, Wen-Yu,Song, Ting-Yu,Li, Ran,Chen, Zi-Tong,Huang, Li-Hua,Liu, Hong-Min. "Discovery of new tranylcypromine derivatives as highly potent LSD1 inhibitors". supporting information. . Retrieved 2021/04/12.
• 2、 Zhou, Chao,Wu, Fangrui,Lu, Lianghao,Wei, Liping,Pai, Eric,Yao, Yuan,Song, Yongcheng. "Structure activity relationship and modeling studies of inhibitors of lysine specific demethylase 1". . . Retrieved 2017/02/15.