Boc-(R)-3-aMino-2-(hydroxyMethyl)propanoic acid

Base Information

• Chemical Name: Boc-(R)-3-aMino-2-(hydroxyMethyl)propanoic acid
• CAS No.: 1190870-93-9
• Molecular Formula: C₉H₁₇NO₅
• Molecular Weight: 219.238
• Mol file: 1190870-93-9.mol

Synonyms:

Chemical Property of Boc-(R)-3-aMino-2-(hydroxyMethyl)propanoic acid

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

(R)-3-((tert-Butoxycarbonyl)amino)-2-(hydroxymethyl)propanoicacid 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Boc-(R)-3-aMino-2-(hydroxyMethyl)propanoic acid

There total 2 articles about Boc-(R)-3-aMino-2-(hydroxyMethyl)propanoic acid 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:

C10H19NO5 → (R)-3-((tert-butoxycarbonyl)amino)-2-(hydroxymethyl)propanoic acid (1190870-93-9)

Guidance literature:

With sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; In water; tert-butyl alcohol; at 20 ℃; for 5h; optical yield given as %ee;

DOI:10.1021/ol9017479

Reference yield:

N-(tert-butoxycarbonyl)-3-aminopropanal (58885-60-2) → (R)-3-((tert-butoxycarbonyl)amino)-2-(hydroxymethyl)propanoic acid (1190870-93-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: (2S)-2-{diphenyl[(trimethylsilyl)oxy]methyl}pyrrolidine / toluene / 0.25 h / pH 7

1.2: 3407 / 30 h / 20 °C

2.1: 2-methyl-but-2-ene; sodium chlorite; sodium dihydrogen phosphate monohydrate / tert-butyl alcohol; water / 6 h

With (2S)-2-{diphenyl[(trimethylsilyl)oxy]methyl}pyrrolidine; sodium chlorite; sodium dihydrogen phosphate monohydrate; 2-methyl-but-2-ene; In water; toluene; tert-butyl alcohol;

DOI:10.1021/acs.joc.5b00380

upstream raw materials:

N-(tert-butoxycarbonyl)-3-aminopropanal

Refernces

• 1、 Boeckman, Robert K.,Biegasiewicz, Kyle F.,Tusch, Douglas J.,Miller, John R.. "Organocatalytic enantioselective α-hydroxymethylation of aldehydes: Mechanistic aspects and optimization". . p. 4030 - 4045. Retrieved 2015/05/05.