methyl N-benzoyl (2R,3R)-allo-threoninate

Base Information

• Chemical Name: methyl N-benzoyl (2R,3R)-allo-threoninate
• CAS No.: 199484-05-4
• Molecular Formula: C₁₂H₁₅NO₄
• Molecular Weight: 237.255
• Mol file: 199484-05-4.mol

Synonyms:

Chemical Property of methyl N-benzoyl (2R,3R)-allo-threoninate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl N-benzoyl (2R,3R)-allo-threoninate

There total 2 articles about methyl N-benzoyl (2R,3R)-allo-threoninate 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:

methanol (67-56-1) + N-((1R,2R)-1-Formyl-2-hydroxy-propyl)-benzamide → methyl N-benzoyl (2R,3R)-allo-threoninate (199484-05-4)

Guidance literature:

Multistep reaction; (i) aq. NaIO₄, NaOAc, (ii) /BRN= 1098229/, Na₂CO₃, NaHCO₃;

DOI:10.1021/jo01039a030

Reference yield:

methyl N-benzoyl (+/-)-allo-threoninate (28415-16-9,28415-17-0,60538-16-1,79893-89-3) → (2S,3S)-erythro-N-benzoyl-threonine (115246-64-5) + methyl N-benzoyl (2R,3R)-allo-threoninate (199484-05-4)

Guidance literature:

Yields of byproduct given;

Reference yield: 84.0%

methyl N-benzoyl (2R,3R)-allo-threoninate (199484-05-4) + 4-methoxy-benzaldehyde (123-11-5) → C20H23NO5

Guidance literature:

With [(C₆H₆)(PCy₃)(CO)RuH]⁺*BF₄^?; In chlorobenzene; at 110 ℃; chemoselective reaction; Catalytic behavior; Glovebox; Schlenk technique; Green chemistry;

DOI:10.1021/acs.orglett.5b00553

upstream raw materials:

methanol

methyl N-benzoyl (+/-)-allo-threoninate

Refernces