Glycine, N-cyclohexyl-N-[(1,1-dimethylethoxy)carbonyl]-

Base Information

• Chemical Name: Glycine, N-cyclohexyl-N-[(1,1-dimethylethoxy)carbonyl]-
• CAS No.: 166739-13-5
• Molecular Formula: C13H23NO4
• Molecular Weight: 257.33
• Mol file: 166739-13-5.mol

Synonyms:

Chemical Property of Glycine, N-cyclohexyl-N-[(1,1-dimethylethoxy)carbonyl]-

Chemical Property:

• Melting Point: 103 - 104 °C
• Boiling Point: 379.0±21.0 °C(Predicted)
• PKA: 4.01±0.10(Predicted)
• PSA: 66.84000
• Density: 1.11±0.1 g/cm3(Predicted)
• LogP: 2.64080

Purity/Quality:

99% ^*data from raw suppliers

N-Boc-N-cyclohexylglycine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Glycine, N-cyclohexyl-N-[(1,1-dimethylethoxy)carbonyl]-

There total 10 articles about Glycine, N-cyclohexyl-N-[(1,1-dimethylethoxy)carbonyl]- 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: 89.3%

N-Boc-N-cyclohexylglycine ethyl ester → N-(tert-butoxycarbonyl)-D-cyclohexylglycine (166739-13-5)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; methanol; at 20 ℃; for 5h;

DOI:10.1016/j.cclet.2021.02.039

Reference yield: 87.0%

Boc-N-cyclohexylglycine benzyl ester (172834-20-7) → N-(tert-butoxycarbonyl)-D-cyclohexylglycine (166739-13-5)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; for 24h; under 2223.7 Torr; Ambient temperature;

DOI:10.1021/jm950716i

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → N-(tert-butoxycarbonyl)-D-cyclohexylglycine (166739-13-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 94 percent / 1 N aq. NaOH / dioxane / 15 h

2: 87 percent / H₂ / 10percent Pd/C / ethanol / 24 h / 2223.7 Torr / Ambient temperature

With sodium hydroxide; hydrogen; palladium on activated charcoal; In 1,4-dioxane; ethanol;

DOI:10.1021/jm950716i

upstream raw materials:

Boc-N-cyclohexylglycine benzyl ester

tert-butyl cyclohexylcarbamate

di-tert-butyl dicarbonate

N-cyclohexylglycine benzyl ester

Downstream raw materials:

{2-[2-(benzothiazole-2-carbonyl)-azetidin-1-yl]-2-oxo-ethyl}-cyclohexyl-carbamic acid tert-butyl ester

{2-[2-(benzothiazole-2-carbonyl)-pyrrolidin-1-yl]-2-oxo-ethyl}-cyclohexyl-carbamic acid tert-butyl ester

BOC-CYCLOHEXYLGLYCINAL

Refernces

• 1、 Van Der Veken, Pieter,Senten, Kristel,Kertèsz, István,De Meester, Ingrid,Lambeir, Anne-Marie,Maes, Marie-Berthe,Scharpé, Simon,Haemers, Achiel,Augustyns, Koen. "Fluoro-olefins as peptidomimetic inhibitors of dipeptidyl peptidases". . p. 1768 - 1780. Retrieved 2007/10/03.
• 2、 -. "ANTITHROMBOTIC AGENTS". . . Retrieved 2008/06/13.