ALFA-[[(1,1-DIMETHYLETHOXY)CARBONYL]AMINO]-BENZENACETIC ACID METHYL ESTER

Base Information

• Chemical Name: ALFA-[[(1,1-DIMETHYLETHOXY)CARBONYL]AMINO]-BENZENACETIC ACID METHYL ESTER
• CAS No.: 141190-94-5
• Molecular Formula: C₁₄H₁₉NO₄
• Molecular Weight: 265.309
• Hs Code.: 2924299090
• Mol file: 141190-94-5.mol

Synonyms:Benzeneaceticacid, a-[[(1,1-dimethylethoxy)carbonyl]amino]-,methyl ester, (R)-

Chemical Property of ALFA-[[(1,1-DIMETHYLETHOXY)CARBONYL]AMINO]-BENZENACETIC ACID METHYL ESTER

Chemical Property:

• PSA: 64.63000
• LogP: 2.81630

Purity/Quality:

97% ^*data from raw suppliers

(S)-N-Boc-phenylalanineMethylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of ALFA-[[(1,1-DIMETHYLETHOXY)CARBONYL]AMINO]-BENZENACETIC ACID METHYL ESTER

There total 41 articles about ALFA-[[(1,1-DIMETHYLETHOXY)CARBONYL]AMINO]-BENZENACETIC ACID 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: 98.0%

di-tert-butyl dicarbonate (24424-99-5) + (R)-Phenylglycine methyl ester (24461-61-8) → (R)-N-(tert-butoxycarbonyl)phenylglycine methyl ester (141190-94-5,143978-88-5)

Guidance literature:

With triethylamine; In tetrahydrofuran; at 20 ℃; for 2h;

DOI:10.1016/j.tet.2005.06.085

Reference yield: 96.0%

di-tert-butyl dicarbonate (24424-99-5) + methyl (2R)-N-benzyl-2-(acetoxyamino)-2-phenylethanoate (204126-99-8) → (R)-N-(tert-butoxycarbonyl)phenylglycine methyl ester (141190-94-5,143978-88-5)

Guidance literature:

With hydrogen; palladium dihydroxide; In methanol;

DOI:10.1021/jo971913n

Reference yield: 94.0%

di-tert-butyl dicarbonate (24424-99-5) + (S)-Phenylglycine methyl ester (6591-61-3,24461-61-8,26682-99-5,37760-98-8) → (R)-N-(tert-butoxycarbonyl)phenylglycine methyl ester (141190-94-5,143978-88-5)

Guidance literature:

With sodium hydrogencarbonate; In ethanol; at 20 ℃; for 16h;

upstream raw materials:

Boc-D-Phg-OH

methyl iodide

diazomethane

di-tert-butyl dicarbonate

Downstream raw materials:

(R)-N-(tert-butoxycarbonyl)phenylglycinol

(1R,R_S)-N-(tert-butoxycarbonyl)-1-amino-1-phenyl-3-(p-tolylsulfinyl)-2-propanone

(R)-methyl 2-(tert-butoxycarbonyl(methyl)amino)-2-phenylacetate

(S)-5,5-diethyl-4-phenyloxazolidin-2-one

Refernces

• 1、 Chandrasekhar,Chandraiah,Raji Reddy,Venkat Reddy. "Direct conversion of azides and benzyl carbamates to t-butyl carbamates using polymethylhydrosiloxane and Pd-C". . p. 780 - 781. Retrieved 2000.
• 2、 Kapoor, Mohit,Chand-Thakuri, Pratibha,Young, Michael C.. "Carbon Dioxide-Mediated C(sp2)-H Arylation of Primary and Secondary Benzylamines". supporting information. p. 7980 - 7989. Retrieved 2019/05/22.
• 3、 Mondal, Milon,Radeva, Nedyalka,Koester, Helene,Park, Ahyoung,Potamitis, Constantinos,Zervou, Maria,Klebe, Gerhard,Hirsch, Anna K. H.. "Structure-based design of inhibitors of the aspartic protease endothiapepsin by exploiting dynamic combinatorial chemistry". supporting information. p. 3259 - 3263. Retrieved 2014/04/03.