(S)-N-Boc-(2'-Chlorophenyl)Glycine

Base Information

• Chemical Name: (S)-N-Boc-(2'-Chlorophenyl)Glycine
• CAS No.: 225918-60-5
• Molecular Formula: C₁₃H₁₆ClNO₄
• Molecular Weight: 285.727
• Hs Code.: 2924299090
• European Community (EC) Number: 672-485-2
• DSSTox Substance ID: DTXSID90373533
• Nikkaji Number: J1.115.188D
• Wikidata: Q72448906
• Mol file: 225918-60-5.mol

Synonyms:(S)-N-Boc-(2'-Chlorophenyl)Glycine;225918-60-5;(S)-2-((tert-Butoxycarbonyl)amino)-2-(2-chlorophenyl)acetic acid;(2S)-2-(2-chlorophenyl)-2-[(2-methylpropan-2-yl)oxycarbonylamino]acetic acid;(s)-tert-butoxycarbonylamino-(2-chloro-phenyl)-acetic acid;DTXSID90373533;(2S)-[(tert-butoxycarbonyl)amino](2-chlorophenyl)ethanoic acid;(2S)-2-(tert-butoxycarbonylamino)-2-(2-chlorophenyl)acetic acid;(s)-2-(tertbutoxycarbonylamino)-2-(2-chlorophenyl)acetic acid;(2s)-2-[(tert-butoxy)carbonylamino]-2-(2-chlorophenyl)acetic acid;(2S)-2-{[(tert-butoxy)carbonyl]amino}-2-(2-chlorophenyl)acetic acid;MFCD03426363;(S)-2-(TERT-BUTOXYCARBONYLAMINO)-2-(2-CHLOROPHENYL)ACETIC ACID;AKOS015920486;AC-24610;BS-27736;A4835;CS-0103641;EN300-1589316;A920220;N-(tert-Butoxycarbonyl)-2-chloro-L-phenylglycine;Q-103184;(2S)-[(TERT-BUTOXYCARBONYL)AMINO](2-CHLOROPHENYL)ACETIC ACID;2-(tert-butoxycarbonyl)acetic acid;(S)-N-BOC-(2'-CHLOROPHENYL)GLYCINE

Chemical Property of (S)-N-Boc-(2'-Chlorophenyl)Glycine

Chemical Property:

• Boiling Point: 431.5 °C at 760 mmHg
• PKA: 3.26±0.10(Predicted)
• Flash Point: 214.8 °C
• PSA: 75.63000
• Density: 1.272 g/cm³
• LogP: 3.38130
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 285.0767857
• Heavy Atom Count: 19
• Complexity: 340

Purity/Quality:

99.3% ^*data from raw suppliers

(S)-N-Boc-(2''-chlorophenyl)glycine ^*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(C1=CC=CC=C1Cl)C(=O)O
• Isomeric SMILES: CC(C)(C)OC(=O)N[C@@H](C1=CC=CC=C1Cl)C(=O)O

Technology Process of (S)-N-Boc-(2'-Chlorophenyl)Glycine

There total 9 articles about (S)-N-Boc-(2'-Chlorophenyl)Glycine 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: 89.0%

di-tert-butyl dicarbonate (24424-99-5) + 2-amino-(2-chlorophenyl)ethanoic acid (86169-24-6,141196-64-7,141315-50-6,88744-36-9) → [(tert-butoxycarbonyl)amino](2-chlorophenyl)acetic acid (313490-25-4,225918-60-5)

Guidance literature:

With sodium hydroxide; In 1,4-dioxane; water; at 20 ℃; for 18h;

DOI:10.1016/j.tetasy.2010.06.040

Reference yield: 86.0%

di-tert-butyl dicarbonate (24424-99-5) + (S)-2-amino-(2-chlorophenyl)ethanoic acid (141315-50-6) → N-Boc-(S)-2-chlorophenylglycine (225918-60-5)

Guidance literature:

With sodium hydroxide; In 1,4-dioxane; at 23 ℃; for 0.5h;

DOI:10.1021/ja9840605

Reference yield: 35.0%

methyl 2-((tert-butoxycarbonyl)amino)-2-(2-chlorophenyl)acetate (1253091-76-7) → (R)-(-)-methyl 2-(tert-butoxycarbonylamino)-2-(2-chlorophenyl)acetate (1001414-68-1) + N-Boc-(S)-2-chlorophenylglycine (225918-60-5)

Guidance literature:

With protease from Bacillus licheniformis; In tert-butyl methyl ether; at 20 ℃; for 65h; pH=7.5; optical yield given as %ee; aq. phosphate buffer; Resolution of racemate;

DOI:10.1016/j.tetasy.2010.06.040

upstream raw materials:

di-tert-butyl dicarbonate

(S)-2-amino-(2-chlorophenyl)ethanoic acid

N-benzyhydryl-(2-chlorobenzylidene)-amine

(S)-α-(2-chlorophenyl)-α-[(diphenylmethyl)amino]acetonitrile

Downstream raw materials:

(S)-methyl 2-((tert-butoxycarbonyl)amino)-2-(2-chlorophenyl)acetate

C₂₇H₂₉ClN₄O₃

tert-butyl {1-(2-chlorophenyl)-2-[(2-methoxyethyl)-amino]-2-oxoethyl}carbamate

(R)-ethyl 2-((2-(2-amino-2-(2-chlorophenyl)acetyl)oxyethylcarbamoyloxy)methyl)-5,7-dimethyl-3-(2-(N-methylsulfamoyl)phenyl)-4-oxo-3,4-dihydroquinazoline-6-carboxylate

Refernces

• 1、 Banphavichit, Vorawit,Mansawat, Woraluk,Bhanthumnavin, Worawan,Vilaivan, Tirayut. "A practical synthesis of optically active arylglycines via catalytic asymmetric Strecker reaction". experimental part. p. 5849 - 5854. Retrieved 2009/12/01.
• 2、 Krueger, Clinton A.,Kuntz, Kevin W.,Dzierba, Carolyn D.,Wirschun, Wolfgang G.,Gleason, John D.,Snapper, Marc L.,Hoveyda, Amir H.. "Ti-catalyzed enantioselective addition of cyanide to imines. A practical synthesis of optically pure α-amino acids". . p. 4284 - 4285. Retrieved 2007/10/03.