L-Norvaline, 5-[(methylsulfonyl)oxy]-N-[(phenylmethoxy)carbonyl]-, 1,1-dimethylethylester

Base Information

• Chemical Name: L-Norvaline, 5-[(methylsulfonyl)oxy]-N-[(phenylmethoxy)carbonyl]-, 1,1-dimethylethylester
• CAS No.: 159877-09-5
• Molecular Formula: C18H27NO7S
• Molecular Weight: 401.47448
• Hs Code.: 2924299090
• Mol file: 159877-09-5.mol

Synonyms:L-Norvaline, 5-[(methylsulfonyl)oxy]-N-[(phenylmethoxy)carbonyl]-, 1,1-dimethylethylester;N-benzoxycarbonyl-5-(methylsulfonyloxy)-L-norvaline, tert-butyl ester;5-[(Methylsulfonyl)oxy]-N-[(phenylmethoxy)carbonyl]-L-norvaline tert-butyl ester

Chemical Property of L-Norvaline, 5-[(methylsulfonyl)oxy]-N-[(phenylmethoxy)carbonyl]-, 1,1-dimethylethylester

Chemical Property:

• Boiling Point: 568.7±50.0 °C(Predicted)
• PKA: 10.83±0.46(Predicted)
• PSA: 116.38000
• Density: 1.213
• LogP: 3.85120
• Storage Temp.: 2-8°C

Purity/Quality:

98%min ^*data from raw suppliers

(S)-tert-Butyl 2-(((benzyloxy)carbonyl)amino)-5-((methylsulfonyl)oxy)pentanoate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of L-Norvaline, 5-[(methylsulfonyl)oxy]-N-[(phenylmethoxy)carbonyl]-, 1,1-dimethylethylester

There total 3 articles about L-Norvaline, 5-[(methylsulfonyl)oxy]-N-[(phenylmethoxy)carbonyl]-, 1,1-dimethylethylester 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: 96.0%

(S)-tert-butyl 2-(((benzyloxy)carbonyl)amino)-5-hydroxypentanoate (124620-51-5) + methanesulfonyl chloride (124-63-0) → tert-butyl (2S)-5-methylsulphonyloxy-2-(benzyloxycarbonylamino)pentanoate (159877-09-5)

Guidance literature:

With triethylamine; In tetrahydrofuran; at -10 - 0 ℃; for 0.5h;

DOI:10.1016/S0040-4020(97)00851-X

Reference yield:

(S)-2-(benzyloxycarbonylamino)pentanedioic acid tert-butyl ester (5891-45-2) → tert-butyl (2S)-5-methylsulphonyloxy-2-(benzyloxycarbonylamino)pentanoate (159877-09-5)

Guidance literature:

Multi-step reaction with 3 steps

1: triethylamine / tetrahydrofuran / 0.17 h / -10 °C

2: 4.09 g / NaBH₄ / tetrahydrofuran; methanol / 0.75 h / -10 - 0 °C

3: 96 percent / triethylamine / tetrahydrofuran / 0.5 h / -10 - 0 °C

With sodium tetrahydroborate; triethylamine; In tetrahydrofuran; methanol; 1: Acylation / 2: Reduction / 3: Esterification;

DOI:10.1016/S0040-4020(97)00851-X

Reference yield:

(S)-2-Benzyloxycarbonylamino-5-ethoxycarbonyloxy-5-oxo-pentanoic acid tert-butyl ester → tert-butyl (2S)-5-methylsulphonyloxy-2-(benzyloxycarbonylamino)pentanoate (159877-09-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 4.09 g / NaBH₄ / tetrahydrofuran; methanol / 0.75 h / -10 - 0 °C

2: 96 percent / triethylamine / tetrahydrofuran / 0.5 h / -10 - 0 °C

With sodium tetrahydroborate; triethylamine; In tetrahydrofuran; methanol; 1: Reduction / 2: Esterification;

DOI:10.1016/S0040-4020(97)00851-X

upstream raw materials:

(S)-tert-butyl 2-(((benzyloxy)carbonyl)amino)-5-hydroxypentanoate

methanesulfonyl chloride

(S)-2-(benzyloxycarbonylamino)pentanedioic acid tert-butyl ester

Downstream raw materials:

(S)-2-Benzyloxycarbonylamino-5-(5-methyl-2-nitro-phenylsulfanyl)-pentanoic acid tert-butyl ester

tert-butyl (2S)-2-[4-[N-[(3,4-dihydro-2-methyl-4-oxo-6-quinazolinyl)methyl]-N-prop-2-ynylamino]benzamido]-5-[(1S)-1,3-di(tert-butoxycarbonyl)propylamino]pentanoate

tert-butyl (2S)-2-(benzyloxycarbonylamino)-5-[(1S)-1,3-di(tert-butoxycarbonyl)propylamino]pentanoate

(2S)-2-(Benzyloxycarbonylamino)-5-(5-methyl-2-nitrophenoxy)pentanoic acid t-butyl ester