benzyl (R)-2-azido-2-methylbutanoate

Base Information

• Chemical Name: benzyl (R)-2-azido-2-methylbutanoate
• CAS No.: 1092559-79-9
• Molecular Formula: C₁₂H₁₅N₃O₂
• Molecular Weight: 233.27
• Mol file: 1092559-79-9.mol

Synonyms:benzyl (R)-2-azido-2-methylbutanoate

Chemical Property of benzyl (R)-2-azido-2-methylbutanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of benzyl (R)-2-azido-2-methylbutanoate

There total 1 articles about benzyl (R)-2-azido-2-methylbutanoate 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: 90.0%

benzyl (S)-(+)-2-hydroxy-2-methylbutanoate (587832-08-4) → benzyl (R)-2-azido-2-methylbutanoate (1092559-79-9)

Guidance literature:

With hydrogen azide; 1,1'-azodicarbonyl-dipiperidine; trimethylphosphane; In tetrahydrofuran; toluene; at 0 - 20 ℃; for 26h; Inert atmosphere;

DOI:10.1021/ol802325h

Reference yield: 100.0%

benzyl (R)-2-azido-2-methylbutanoate (1092559-79-9) → (2R)-2-amino-2-methylbutanoic acid (3059-97-0,465-58-7)

Guidance literature:

With 1% Pd/C; hydrogen; In methanol; at 20 ℃;

DOI:10.3987/REV-09-SR(S)1

Reference yield: 87.0%

benzyl (R)-2-azido-2-methylbutanoate (1092559-79-9) + phenylacetylene (536-74-3) → C20H21N3O2 (1213228-83-1)

Guidance literature:

With copper(ll) sulfate pentahydrate; sodium L-ascorbate; In water; tert-butyl alcohol; at 20 ℃; optical yield given as %ee;

DOI:10.3987/REV-09-SR(S)1

upstream raw materials:

benzyl (S)-(+)-2-hydroxy-2-methylbutanoate

Downstream raw materials:

(2R)-2-amino-2-methylbutanoic acid

C₂₀H₂₁N₃O₂

Refernces

• 1、 Green, Jonathan E.,Bender, David M.,Jackson, Stona,O'donnell, Martin J.,Mccarthy, James R.. "Mitsunobu approach to the synthesis of optically active α,α-disubstituted amino acids". supporting information; experimental part. p. 807 - 810. Retrieved 2009/08/08.