[(1R,2S)-N-(2-tert-butyldimethylsilyloxy-1,2-diphenylethyl)-N-hydroxy]-(2R)-2-ethylglycine ethyl ester

Base Information

• Chemical Name: [(1R,2S)-N-(2-tert-butyldimethylsilyloxy-1,2-diphenylethyl)-N-hydroxy]-(2R)-2-ethylglycine ethyl ester
• CAS No.: 865083-96-1
• Molecular Formula: C₂₆H₃₉NO₄Si
• Molecular Weight: 457.685
• Mol file: 865083-96-1.mol

Synonyms:[(1R,2S)-N-(2-tert-butyldimethylsilyloxy-1,2-diphenylethyl)-N-hydroxy]-(2R)-2-ethylglycine ethyl ester

Chemical Property of [(1R,2S)-N-(2-tert-butyldimethylsilyloxy-1,2-diphenylethyl)-N-hydroxy]-(2R)-2-ethylglycine ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [(1R,2S)-N-(2-tert-butyldimethylsilyloxy-1,2-diphenylethyl)-N-hydroxy]-(2R)-2-ethylglycine ethyl ester

There total 1 articles about [(1R,2S)-N-(2-tert-butyldimethylsilyloxy-1,2-diphenylethyl)-N-hydroxy]-(2R)-2-ethylglycine ethyl 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: 61.0%

(1R,2S)-oxide[N-(2-tert-butyldimethylsilyloxy-1,2-diphenylethyl)imino]acetic acid ethyl ester (865083-95-0) + triethyl borane (97-94-9) → [(1R,2S)-N-(2-tert-butyldimethylsilyloxy-1,2-diphenylethyl)-N-hydroxy]-(2R)-2-ethylglycine ethyl ester (865083-96-1) + [(1R,2S)-N-(2-tert-butyldimethylsilyloxy-1,2-diphenylethyl)-N-hydroxy]-(2S)-2-ethylglycine ethyl ester + [(1R,2S)-N-(2-tert-butyldimethylsilyloxy-1,2-diphenylethyl)-N-ethoxy]-2-ethylglycine ethyl ester

Guidance literature:

With oxygen; In hexane; benzene; at 20 ℃; for 1.5h;

DOI:10.1021/jo050603z

Reference yield:

[(1R,2S)-N-(2-tert-butyldimethylsilyloxy-1,2-diphenylethyl)-N-hydroxy]-(2R)-2-ethylglycine ethyl ester (865083-96-1) → (3R,5R,6S)-3-ethyl-4-hydroxy-5,6-diphenyl-2-morpholinone (540744-06-7)

Guidance literature:

[(1R,2S)-N-(2-tert-butyldimethylsilyloxy-1,2-diphenylethyl)-N-hydroxy]-(2R)-2-ethylglycine ethyl ester; With sulfuric acid; In ethanol;

With toluene-4-sulfonic acid; In benzene; Heating;

DOI:10.1021/jo050603z

Reference yield:

[(1R,2S)-N-(2-tert-butyldimethylsilyloxy-1,2-diphenylethyl)-N-hydroxy]-(2R)-2-ethylglycine ethyl ester (865083-96-1) → (3R,5R,6S)-3-ethyl-5,6-diphenyl-2-morpholinone (540744-09-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: H₂SO₄ / ethanol

1.2: p-TsOH / benzene / Heating

2.1: 84 percent / Mo(CO)6 / H₂O; acetonitrile / 2 h / Heating

With hexacarbonyl molybdenum; sulfuric acid; In ethanol; water; acetonitrile;

DOI:10.1021/jo050603z

upstream raw materials:

(1R,2S)-oxide[N-(2-tert-butyldimethylsilyloxy-1,2-diphenylethyl)imino]acetic acid ethyl ester

triethyl borane

Downstream raw materials:

(3R,5R,6S)-3-ethyl-4-hydroxy-5,6-diphenyl-2-morpholinone

(3R,5R,6S)-3-ethyl-5,6-diphenyl-2-morpholinone