(R)-(-)-methyl 2-(tert-butoxycarbonylamino)-2-(2-chlorophenyl)acetate

Base Information

• Chemical Name: (R)-(-)-methyl 2-(tert-butoxycarbonylamino)-2-(2-chlorophenyl)acetate
• CAS No.: 1001414-68-1
• Molecular Formula: C₁₄H₁₈ClNO₄
• Molecular Weight: 299.754
• Mol file: 1001414-68-1.mol

Synonyms:(R)-(-)-methyl 2-(tert-butoxycarbonylamino)-2-(2-chlorophenyl)acetate

Chemical Property of (R)-(-)-methyl 2-(tert-butoxycarbonylamino)-2-(2-chlorophenyl)acetate

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

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Technology Process of (R)-(-)-methyl 2-(tert-butoxycarbonylamino)-2-(2-chlorophenyl)acetate

There total 5 articles about (R)-(-)-methyl 2-(tert-butoxycarbonylamino)-2-(2-chlorophenyl)acetate 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: 95.0%

methanol (67-56-1) + (R)-tert-butyl (2-((tert-butyldimethylsilyl)oxy)-1-(2-chlorophenyl)-2,2-dicyanoethyl)carbamate → (R)-(-)-methyl 2-(tert-butoxycarbonylamino)-2-(2-chlorophenyl)acetate (1001414-68-1)

Guidance literature:

methanol; (R)-tert-butyl (2-((tert-butyldimethylsilyl)oxy)-1-(2-chlorophenyl)-2,2-dicyanoethyl)carbamate; With tetrabutyl ammonium fluoride; In tetrahydrofuran; at -45 ℃; for 0.25h; Inert atmosphere;

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at -45 ℃; for 2.08333h; enantioselective reaction; Inert atmosphere;

DOI:10.1021/ja510135t

Reference yield: 93.0%

tert-butyl carbazate (4248-19-5) + methyl 2-(2-chlorophenyl)-2-diazoacetate (264882-00-0) → (R)-(-)-methyl 2-(tert-butoxycarbonylamino)-2-(2-chlorophenyl)acetate (1001414-68-1)

Guidance literature:

With dirhodium(II) tetrakis(triphenylacetate); (R)-6,6'-di(naphthalen-2-yl)-1,1'-spirobiindanyl-7,7'-diyl hydrogenphosphate; In chloroform; at 25 ℃; for 0.0166667h; optical yield given as %ee; enantioselective reaction; Inert atmosphere;

DOI:10.1002/anie.201105485

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:

α-amino-(2-chlorophenyl)acetic acid methyl ester

di-tert-butyl dicarbonate

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

tert-butyl carbazate