(-)-(S)-3-(benzyloxycarbonylamino-methyl)-5-methyl-hexanoic acid

Base Information

• Chemical Name: (-)-(S)-3-(benzyloxycarbonylamino-methyl)-5-methyl-hexanoic acid
• CAS No.: 949890-75-9
• Molecular Formula: C₁₆H₂₃NO₄
• Molecular Weight: 293.363
• Mol file: 949890-75-9.mol

Synonyms:(-)-(S)-3-(benzyloxycarbonylamino-methyl)-5-methyl-hexanoic acid

Chemical Property of (-)-(S)-3-(benzyloxycarbonylamino-methyl)-5-methyl-hexanoic acid

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (-)-(S)-3-(benzyloxycarbonylamino-methyl)-5-methyl-hexanoic acid

There total 8 articles about (-)-(S)-3-(benzyloxycarbonylamino-methyl)-5-methyl-hexanoic 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: 83.0%

(S)-S-benzyl 3-((((benzyloxy)carbonyl)amino)methyl)-5-methylhexanethioate (1432752-43-6) → (-)-(S)-3-(benzyloxycarbonylamino-methyl)-5-methyl-hexanoic acid (949890-75-9)

Guidance literature:

(S)-S-benzyl 3-((((benzyloxy)carbonyl)amino)methyl)-5-methylhexanethioate; With dihydrogen peroxide; lithium hydroxide; In tetrahydrofuran; water; at 20 ℃; for 3h; Inert atmosphere; Schlenk technique;

With sodium hydrogensulfite; In tetrahydrofuran; water; at 0 ℃; Inert atmosphere; Schlenk technique;

DOI:10.1002/ejoc.201300464

Reference yield:

3-isobutylglutaric anhydride (185815-59-2) → (-)-(S)-3-(benzyloxycarbonylamino-methyl)-5-methyl-hexanoic acid (949890-75-9)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 72 percent / quinine / toluene / 24 h / -30 °C

2.1: triethylamine; diphenylphosphoryl azide / toluene / 20 - 90 °C

2.2: toluene / Heating

3.1: 12.7 g / morpholine; triphenylphosphine / Pd(OAc)2 / ethanol / 3 h / Heating

With morpholine; diphenylphosphoranyl azide; triethylamine; triphenylphosphine; Quinine; palladium diacetate; In ethanol; toluene;

DOI:10.1016/j.tetasy.2007.06.014

Reference yield:

(-)-(S)-3-(benzyloxycarbonylamino-methyl)-5-methyl-hexanoic acid 3-phenyl-allyl ester (949890-73-7) → (-)-(S)-3-(benzyloxycarbonylamino-methyl)-5-methyl-hexanoic acid (949890-75-9)

Guidance literature:

With morpholine; triphenylphosphine; palladium diacetate; In ethanol; for 3h; Heating;

DOI:10.1016/j.tetasy.2007.06.014

upstream raw materials:

(-)-(S)-3-(benzyloxycarbonylamino-methyl)-5-methyl-hexanoic acid 3-phenyl-allyl ester

(-)-(R)-3-isobutyl-pentanedioic acid mono-(3-phenyl-allyl) ester

3-isobutylglutaric anhydride

(R)-3-(2-(benzylthio)-2-oxoethyl)-5-methylhexanoic acid

Downstream raw materials:

pregabilin

C₂₆H₃₃N₃O₃

C₂₂H₃₄N₂O₈

C₂₆H₃₃N₃O₄