(S)-Methyl 2-Bi-((Tert-Butoxycarbonyl)Amino)-5-Hydroxypentanoate

Base Information

• Chemical Name: (S)-Methyl 2-Bi-((Tert-Butoxycarbonyl)Amino)-5-Hydroxypentanoate
• CAS No.: 367968-06-7
• Molecular Formula: C₁₆H₂₉NO₇
• Molecular Weight: 347.409
• Mol file: 367968-06-7.mol

Synonyms:methyl (2S)-2-{(tert-butoxy)-N-[(tert-butyl)oxycarbonyl]carbonylamino}-5-hydroxypentanoate

Chemical Property of (S)-Methyl 2-Bi-((Tert-Butoxycarbonyl)Amino)-5-Hydroxypentanoate

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

methyl(2S)-2-[bis[(2-methylpropan-2-yl)oxycarbonyl]amino]-5-hydroxypentanoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-Methyl 2-Bi-((Tert-Butoxycarbonyl)Amino)-5-Hydroxypentanoate

There total 9 articles about (S)-Methyl 2-Bi-((Tert-Butoxycarbonyl)Amino)-5-Hydroxypentanoate 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: 85.0%

methyl (S)-2-N,N-di(tert-butoxycarbonyl)amino-5-oxopentanoate (192314-71-9) → methyl (2S)-2-{(tert-butoxy)-N-[(tert-butyl)oxycarbonyl]carbonylamino}-5-hydroxypentanoate (367968-06-7)

Guidance literature:

With sodium tetrahydroborate; In methanol; at 0 - 20 ℃; for 16h;

DOI:10.1055/s-0040-1706144

Reference yield: 63.0%

(2S)-2-[bis(tert-butoxycarbonyl)amino]-valerolactone + methyl iodide (74-88-4) → methyl (2S)-2-{(tert-butoxy)-N-[(tert-butyl)oxycarbonyl]carbonylamino}-5-hydroxypentanoate (367968-06-7)

Guidance literature:

(2S)-2-[bis(tert-butoxycarbonyl)amino]-valerolactone; With cesium hydroxide; In methanol; at 20 ℃; for 2.5h;

methyl iodide; In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1002/ejoc.202000811

Reference yield: 46.0%

(S)-dimethyl 2-(bis(tert-butoxycarbonyl)amino)pentanedioate (206128-03-2) → methyl (2S)-2-{(tert-butoxy)-N-[(tert-butyl)oxycarbonyl]carbonylamino}-5-hydroxypentanoate (367968-06-7)

Guidance literature:

With diisobutylaluminium hydride; In tetrahydrofuran; hexane; at 1 - 40 ℃; for 1h; Inert atmosphere;

DOI:10.1021/acs.jnatprod.0c00921

upstream raw materials:

methyl (S)-2-N,N-di(tert-butoxycarbonyl)amino-5-oxopentanoate

(S)-dimethyl 2-(bis(tert-butoxycarbonyl)amino)pentanedioate

L-glutamic acid

L-glutamic dimethyl ester hydrochloride

Downstream raw materials:

Boc-Lys-OH