Boc-3-cyclohexyl-L-alanine methyl ester

Base Information

• Chemical Name: Boc-3-cyclohexyl-L-alanine methyl ester
• CAS No.: 98105-41-0
• Molecular Formula: C15H27 N O4
• Molecular Weight: 285.38
• DSSTox Substance ID: DTXSID30427029
• Nikkaji Number: J1.808.917C
• Wikidata: Q82239793
• Mol file: 98105-41-0.mol

Synonyms:98105-41-0;Boc-3-cyclohexyl-L-alanine methyl ester;Boc-Cha-OMe;(S)-Methyl 2-((tert-butoxycarbonyl)amino)-3-cyclohexylpropanoate;methyl (2S)-3-cyclohexyl-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoate;Boc-Cha-OMe, 98%;SCHEMBL5063217;DTXSID30427029;FALUXMVPGFKLAM-LBPRGKRZSA-N;N-(tert-Butoxycarbonyl)-3-cyclohexyl-L-alanine methyl ester;MFCD00191183;HY-W141847;Boc-b-Cyclohexyl-L-alanine methyl ester;s10805;AS-54502;CS-0201643;3-Cyclohexyl-N-(tert-butoxycarbonyl)alanine methyl ester;N-t-butyloxycarbonyl-3-cyclohexyl-L-alanine methyl ester;(S)-methyl 2-(tert-butoxycarbonylamino)-3-cyclohexylpropanoate;(S)-Methyl2-((tert-butoxycarbonyl)amino)-3-cyclohexylpropanoate;METHYL (2S)-2-[(TERT-BUTOXYCARBONYL)AMINO]-3-CYCLOHEXYLPROPANOATE;methyl (2S)-2-{[(tert-butoxy)carbonyl]amino}-3-cyclohexylpropanoate;Cyclohexanepropanoicacid,a-[[(1,1-dimethylethoxy)carbonyl]amino]-,methyl ester,(as)-

Chemical Property of Boc-3-cyclohexyl-L-alanine methyl ester

Chemical Property:

• Vapor Pressure: 3.44E-06mmHg at 25°C
• Melting Point: 47-49 °C(lit.)
• Refractive Index: 1.466
• Boiling Point: 386.9°C at 760 mmHg
• Flash Point: 187.8°C
• PSA: 64.63000
• Density: 1.034g/cm³
• LogP: 3.41400
• XLogP3: 4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 7
• Exact Mass: 285.19400834
• Heavy Atom Count: 20
• Complexity: 329

Purity/Quality:

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

Boc-3-cyclohexyl-L-alaninemethylester 97% ^*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)OC
• Isomeric SMILES: CC(C)(C)OC(=O)N[C@@H](CC1CCCCC1)C(=O)OC

Technology Process of Boc-3-cyclohexyl-L-alanine methyl ester

There total 7 articles about Boc-3-cyclohexyl-L-alanine methyl ester 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%

(2S)-2-tert-butoxycarbonylamino-3-cyclohexen-2'-enyl-propanoic acid methyl ester (872092-12-1) → methyl S-3-cyclohexyl-2-(t-butoxycarbonylamino)propionate (98105-41-0)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; for 24h;

DOI:10.1039/b512784j

Reference yield: 96.0%

(2S)-2-tert-butoxycarbonylamino-3-cyclohex-1'-enyl-propanoic acid methyl ester → methyl S-3-cyclohexyl-2-(t-butoxycarbonylamino)propionate (98105-41-0)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; for 24h;

DOI:10.1039/b512784j

Reference yield:

N-tert-butoxycarbonyl-L-phenylalanine (13734-34-4) → methyl S-3-cyclohexyl-2-(t-butoxycarbonylamino)propionate (98105-41-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 99.5 percent / NaHCO₃ / dimethylformamide / 120 h

2: 98.2 percent / dihydrogen / 5percent Rh/Al₂O₃ / methanol / 18 h / 1551.4 - 2844.3 Torr

With hydrogen; sodium hydrogencarbonate; Rh/Al₂O₃; In methanol; N,N-dimethyl-formamide;

DOI:10.1021/jm00150a007

upstream raw materials:

(2S)-2-tert-butoxycarbonylamino-3-cyclohexen-2'-enyl-propanoic acid methyl ester

cyclohex-1-en-1-yl trifluoromethane sulfonate

cyclohexen-1-en-3-yl diethyl phosphate

Cyclohex-2-enol

Downstream raw materials:

(1'S,5R)-3-<1-N-(tert-butyloxycarbonyl)amino-2-cyclohexylethyl>-5-methoxycarbonyl-Δ²-isoxazoline

[(S)-2-Cyclohexyl-1-(hydroxyimino-methyl)-ethyl]-carbamic acid tert-butyl ester

{(S)-2-Cyclohexyl-1-[(R)-5-((1S,5R,7R)-10,10-dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]decane-4-carbonyl)-4,5-dihydro-isoxazol-3-yl]-ethyl}-carbamic acid tert-butyl ester

(3S,4S)-4-(N-tert-butoxycarbonyl)amino-5-cyclohexyl-3-hydroxypentanoic acid

Refernces

• 1、 -. "N-t-butyloxycarbonyl-3-cyclohexyl-L-alanine methyl ester in crystalline form". . . Retrieved 2008/06/13.