2-((tert-Butoxycarbonyl)amino)-3-cyclohexylpropanoic acid

Base Information

• Chemical Name: 2-((tert-Butoxycarbonyl)amino)-3-cyclohexylpropanoic acid
• CAS No.: 144186-13-0
• Molecular Formula: C14H25 N O4
• Molecular Weight: 271.35
• Hs Code.: 2922500090
• European Community (EC) Number: 820-254-3
• Mol file: 144186-13-0.mol

Synonyms:144186-13-0;BOC-DL-CHA-OH;2-((tert-Butoxycarbonyl)amino)-3-cyclohexylpropanoic acid;3-cyclohexyl-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoic Acid;2-{[(tert-butoxy)carbonyl]amino}-3-cyclohexylpropanoic acid;2-((tert-Butoxycarbonyl)amino)-3-cyclohexylpropanoicacid;MFCD00076896;MFCD00133627;2-(Boc-amino)-3-cyclohexylpropanoic acid;SCHEMBL16945;2-TERT-BUTOXYCARBONYLAMINO-3-CYCLOHEXYL-PROPIONIC ACID;MFCD03095514;AKOS009159470;SB16147;SB16148;SB16149;AS-50448;PD196553;SY038293;SY039176;CS-0056748;FT-0639401;FT-0650999;FT-0770066;(R)-2-(Boc-amino)-3-cyclohexylpropionic Acid;(S)-2-(Boc-amino)-3-cyclohexylpropionic Acid;EN300-203491;P10254;F2147-6612;Z1201004866;cyclohexanepropanoic acid, a-[[(1,1-dimethylethoxy)carbonyl]amino]-;cyclohexanepropanoic acid, a-[[(1,1-dimethylethoxy)carbonyl]amino]-, (ar)-;cyclohexanepropanoic acid, a-[[(1,1-dimethylethoxy)carbonyl]amino]-, (as)-

Chemical Property of 2-((tert-Butoxycarbonyl)amino)-3-cyclohexylpropanoic acid

Chemical Property:

• Boiling Point: 420.4±28.0 °C(Predicted)
• PKA: 4.02±0.10(Predicted)
• PSA: 75.63000
• Density: 1.083±0.06 g/cm3(Predicted)
• LogP: 3.32560
• Storage Temp.: 2-8°C
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 271.17835828
• Heavy Atom Count: 19
• Complexity: 316

Purity/Quality:

97% ^*data from raw suppliers

Boc-DL-Cha-OH ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NC(CC1CCCCC1)C(=O)O

Technology Process of 2-((tert-Butoxycarbonyl)amino)-3-cyclohexylpropanoic acid

There total 4 articles about 2-((tert-Butoxycarbonyl)amino)-3-cyclohexylpropanoic acid 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: 96.0%

N-tert-butoxycarbonyl-L-phenylalanine (13734-34-4) → L-1-(trans-4-(3-hydroxyphenyl)-3,4-dimethyl-1-piperidinyl)-3-cyclohexyl-2-aminopropane + N-tert-butoxycarbonyl-cyclohexylalanine (144186-13-0)

Guidance literature:

In ethanol;

Reference yield:

2-tert-butoxycarbonylamino-3-cyclohexyl-propionic acid ethyl ester → N-tert-butoxycarbonyl-cyclohexylalanine (144186-13-0)

Guidance literature:

With lithium hydroxide; In tetrahydrofuran; water; at 20 ℃;

DOI:10.1021/jm060325b

Reference yield:

ethyl N-(diphenylmethylene)-DL-cyclohexylalaninate (1048676-57-8) → N-tert-butoxycarbonyl-cyclohexylalanine (144186-13-0)

Guidance literature:

Multi-step reaction with 3 steps

1: aq. HCl / diethyl ether / 20 °C

2: CH₂Cl₂ / 20 °C

3: LiOH*H₂O / tetrahydrofuran; H₂O / 20 °C

With hydrogenchloride; lithium hydroxide; In tetrahydrofuran; diethyl ether; dichloromethane; water;

DOI:10.1021/jm060325b

upstream raw materials:

ethyl N-(diphenylmethylene)-DL-cyclohexylalaninate

ethyl 2-amino-3-cyclohexylpropionate

N-tert-butoxycarbonyl-L-phenylalanine

Downstream raw materials:

2-amino-3-cyclohexyl-N-(thiazol-2-yl)propanamide hydrochloride

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