isopropyl (R)-2-tert-butoxycarbonylamino-3-phenylpropanoate

Base Information

• Chemical Name: isopropyl (R)-2-tert-butoxycarbonylamino-3-phenylpropanoate
• CAS No.: 1026133-82-3
• Molecular Formula: C₁₇H₂₅NO₄
• Molecular Weight: 307.39
• Mol file: 1026133-82-3.mol

Synonyms:isopropyl (R)-2-tert-butoxycarbonylamino-3-phenylpropanoate

Chemical Property of isopropyl (R)-2-tert-butoxycarbonylamino-3-phenylpropanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of isopropyl (R)-2-tert-butoxycarbonylamino-3-phenylpropanoate

There total 4 articles about isopropyl (R)-2-tert-butoxycarbonylamino-3-phenylpropanoate 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: 83.0%

→ isopropyl (R)-2-tert-butoxycarbonylamino-3-phenylpropanoate (1026133-82-3)

Guidance literature:

With 5,5’-bis(diphenylphosphino)-2,2,2’,2’-tetrafluoro-4,4’-bi-1,3-benzodioxole; chlorobis(ethylene)rhodium(I) dimer; sodium hydrogencarbonate; for 0.166667h; Inert atmosphere;

In isopropyl alcohol; at 25 ℃; for 20h; enantioselective reaction; Inert atmosphere;

Reference yield: 64.0%

Boc-D-Phe-OH (18942-49-9) + isopropyl alcohol (67-63-0,8013-70-5) → isopropyl (R)-2-tert-butoxycarbonylamino-3-phenylpropanoate (1026133-82-3)

Guidance literature:

With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 0 - 20 ℃; for 12h;

DOI:10.1016/j.tetasy.2014.06.004

Reference yield:

isopropyl 2-((tert-butoxycarbonyl)amino)acrylate (955379-49-4) + tributylphenylstannane (960-16-7) → isopropyl (R)-2-tert-butoxycarbonylamino-3-phenylpropanoate (1026133-82-3) + isopropyl (S)-2-tert-butoxycarbonylamino-3-phenylpropanoate (247178-99-0)

Guidance literature:

With 2-methoxy-phenol; bis(1,5-cyclooctadiene)rhodium(I) hexafluorophosphate; (S)-(1,1'-binaphthalene)-2,2'-diylbis(diphenylphosphine); In toluene; at 110 - 115 ℃; for 20h; Title compound not separated from byproducts.;

DOI:10.1021/ja710691p

upstream raw materials:

isopropyl 2-((tert-butoxycarbonyl)amino)acrylate

tributylphenylstannane

Boc-D-Phe-OH

isopropyl alcohol

Downstream raw materials:

isopropyl (2R)-2-amino-3-phenylpropanoate hydrochloride