D-Threonine, N-[(1,1-dimethylethoxy)carbonyl]-, methyl ester

Base Information

• Chemical Name: D-Threonine, N-[(1,1-dimethylethoxy)carbonyl]-, methyl ester
• CAS No.: 96099-84-2
• Molecular Formula: C10H19NO5
• Molecular Weight: 233.265
• Hs Code.: 2924190090
• Mol file: 96099-84-2.mol

Synonyms:2-tert-butoxycarbonylamino-3-hydroxybutyric acid methyl ester;N-(tert-butoxycarbonyl)-D-theronine methyl ester;Boc-D-Thr-OMe;(2R,3S)-2-tert-Butoxycarbonylamino-3-hydroxy-butyric acid methyl ester;N-(tertbutoxycarbonyl)-D-threonine methyl ester;(2R,3S)-methyl 2-[(tert-butoxycarbonyl)amino]-3-hydroxybutanoate;(2R,3S)-methyl 2-<(tert-butoxycarbonyl)amino>-3-hydroxybutanoate;

Chemical Property of D-Threonine, N-[(1,1-dimethylethoxy)carbonyl]-, methyl ester

Chemical Property:

• Refractive Index: 1.4490 to 1.4530
• PSA: 84.86000
• LogP: 0.82440

Purity/Quality:

99% ^*data from raw suppliers

N-[(1,1-Dimethylethoxy)carbonyl]-D-threonine,MethylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: N-[(1,1-Dimethylethoxy)carbonyl]-D-threonine, Methyl Ester is a useful reagent for organic synthesis pertaining to amino acids and derivatives.

Technology Process of D-Threonine, N-[(1,1-dimethylethoxy)carbonyl]-, methyl ester

There total 24 articles about D-Threonine, N-[(1,1-dimethylethoxy)carbonyl]-, 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: 100.0%

Boc-Thr-OH (2592-18-9) + dimethyl sulfate (77-78-1) → N-(tert-butoxycarbonyl)-l-threonine methyl ester (60538-19-4,79479-07-5,96099-84-2,113525-91-0)

Guidance literature:

With potassium carbonate; In acetone; for 1h; Heating / reflux;

Reference yield: 100.0%

di-tert-butyl dicarbonate (24424-99-5) + L-threonine methyl ester hydrochloride (39994-75-7) → N-(tert-butoxycarbonyl)-l-threonine methyl ester (60538-19-4,79479-07-5,96099-84-2,113525-91-0)

Guidance literature:

With triethylamine; In acetonitrile; Ambient temperature;

DOI:10.1055/s-1998-5934

Reference yield: 100.0%

Boc-L-Thr(Bn)-OMe (137719-70-1) → N-(tert-butoxycarbonyl)-l-threonine methyl ester (60538-19-4,79479-07-5,96099-84-2,113525-91-0)

Guidance literature:

With hydrogen; In ethanol; for 0.833333h;

DOI:10.1039/c0ob00962h

upstream raw materials:

diazomethane

Boc-Thr-OH

N-(t-Butyloxycarbonyl)-L-threonine

di-tert-butyl dicarbonate

Downstream raw materials:

L-threonine methyl ester

O3-tert-butyl O4-methyl (4R,5S)-2,2,5-trimethyloxazolidine-3,4-dicarboxylate

Refernces

• 1、 -. "N-1 BRANCHED ALKYL ETHER SUBSTITUTED IMIDAZO[4,5-C]QUINOLINE COMPOUNDS, COMPOSITIONS, AND METHODS". Page/Page column 55. . Retrieved 2020/06/19.
• 2、 -. "Synthesis method of aztreonam monocyclic mother nucleus". Paragraph 0046; 0047. . Retrieved 2019/06/13.