L-Valine, N-[(phenylmethoxy)carbonyl]-, 1,1-dimethylethyl ester

Base Information

• Chemical Name: L-Valine, N-[(phenylmethoxy)carbonyl]-, 1,1-dimethylethyl ester
• CAS No.: 16874-02-5
• Molecular Formula: C17H25NO4
• Molecular Weight: 307.39
• Mol file: 16874-02-5.mol

Synonyms:

Chemical Property of L-Valine, N-[(phenylmethoxy)carbonyl]-, 1,1-dimethylethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of L-Valine, N-[(phenylmethoxy)carbonyl]-, 1,1-dimethylethyl ester

There total 9 articles about L-Valine, N-[(phenylmethoxy)carbonyl]-, 1,1-dimethylethyl ester 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: 97.0%

t-butyl bromide (507-19-7) + (S)-N-(benzyloxycarbonyl)valine (1149-26-4) → benzyl (S)-1-(tert-butoxycarbonyl)-2-methylpropylcarbamate (16874-02-5)

Guidance literature:

With N-benzyl-N,N,N-triethylammonium chloride; potassium carbonate; In N,N-dimethyl acetamide; at 55 ℃; for 24h;

DOI:10.1016/S0040-4039(00)60139-9

Reference yield: 85.0%

(S)-N-(benzyloxycarbonyl)valine (1149-26-4) + tert-butyl alcohol (75-65-0) → benzyl (S)-1-(tert-butoxycarbonyl)-2-methylpropylcarbamate (16874-02-5)

Guidance literature:

With dmap; N,N'-bis-(1H,1H,2H,2H-perfluorooctyl)carbodiimide; In dichloromethane; at 20 ℃; for 18h;

DOI:10.1021/ol016165+

Reference yield: 84.0%

(S)-N-(benzyloxycarbonyl)valine (1149-26-4) + isobutene (115-11-7,15220-85-6) → benzyl (S)-1-(tert-butoxycarbonyl)-2-methylpropylcarbamate (16874-02-5)

Guidance literature:

With sulfuric acid; In dichloromethane; at 20 ℃; for 48h;

DOI:10.1002/ejoc.201801448

upstream raw materials:

(S)-N-(benzyloxycarbonyl)valine

isobutene

t-butyl bromide

tert-butyl alcohol

Downstream raw materials:

tert-butyl L-valinate

Z-Ala-Val-Gly-OBu^t

H-Val-OBu^t*TosOH

(S)-tert-butyl 2-((S)-2-(((benzyloxy)carbonyl)amino)propanamido)-3-methylbutanoate

Refernces

• 1、 Chai, Hongli,Huo, Yumei,Liu, Liangyu,Ma, Zijian,Qi, Rupeng,Wang, Chao,Wang, Hongying,Wang, Rui,Xu, Zhaoqing. "Visible Light Induced Cu-Catalyzed Asymmetric C(sp3)-H Alkylation". supporting information. p. 12777 - 12783. Retrieved 2021/08/31.
• 2、 Thanigaimalai, Pillaiyar,Konno, Sho,Yamamoto, Takehito,Koiwai, Yuji,Taguchi, Akihiro,Takayama, Kentaro,Yakushiji, Fumika,Akaji, Kenichi,Kiso, Yoshiaki,Kawasaki, Yuko,Chen, Shen-En,Naser-Tavakolian, Aurash,Sch?n, Arne,Freire, Ernesto,Hayashi, Yoshio. "Design, synthesis, and biological evaluation of novel dipeptide-type SARS-CoV 3CL protease inhibitors: Structure-activity relationship study". . p. 436 - 447. Retrieved 2013/10/01.