Z-Met-O-tBu

Base Information

• Chemical Name: Z-Met-O-tBu
• CAS No.: 16874-01-4
• Molecular Formula: C₁₇H₂₅NO₄S
• Molecular Weight: 339.456
• Mol file: 16874-01-4.mol

Synonyms:Z-Met-O-tBu

Chemical Property of Z-Met-O-tBu

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Z-Met-O-tBu

There total 6 articles about Z-Met-O-tBu 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: 82.0%

Cbz-Met-OH (1152-62-1) + tert-butyl alcohol (75-65-0) → benzyl (S)-1-(tert-butoxycarbonyl)-3-(methylthio)propylcarbamate (16874-01-4)

Guidance literature:

With CLEA-Alcalase; at 50 ℃; for 16h; Molecular sieve;

DOI:10.1055/s-0028-1083362

Reference yield: 79.0%

di-tert-butyl dicarbonate (24424-99-5) + Cbz-Met-OH (1152-62-1) → benzyl (S)-1-(tert-butoxycarbonyl)-3-(methylthio)propylcarbamate (16874-01-4)

Guidance literature:

With dmap; In tert-butyl alcohol; for 2.5h;

DOI:10.1055/s-1994-25638

Reference yield: 78.0%

t-butyl bromide (507-19-7) + Cbz-Met-OH (1152-62-1) → benzyl (S)-1-(tert-butoxycarbonyl)-3-(methylthio)propylcarbamate (16874-01-4)

Guidance literature:

Cbz-Met-OH; With N-benzyl-N,N,N-triethylammonium chloride; potassium carbonate; In acetonitrile; at 20 ℃; for 3h; Inert atmosphere;

t-butyl bromide; In acetonitrile; at 55 ℃; for 26h; Inert atmosphere;

DOI:10.1016/j.tetlet.2018.11.038

upstream raw materials:

Cbz-Met-OH

isobutene

tert-butyl alcohol

di-tert-butyl dicarbonate

Downstream raw materials:

benzyl ((S)-1-(((S)-1-(benzo[d]thiazol-2-yl)-1-oxo-3-((S)-2-oxopyrrolidin-3-yl)propan-2-yl)amino)-4-(methylthio)-1-oxobutan-2-yl)carbamate

2(S)-tert-butyl 2-N-benzyloxycarbonylamino-3,4-epoxybutanoate

tert-butyl (S)-2-(((benzyloxy)carbonyl)amino)but-3-enoate

Boc-Tyr-Gly-Gly-Phe-Met-OBu^t

Refernces

• 1、 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.
• 2、 Strazzolini, Paolo,Scuccato, Massimo,Giumanini, Angelo G.. "Deprotection of t-butyl esters of amino acid derivatives by nitric acid in dichloromethane". . p. 3625 - 3633. Retrieved 2007/10/03.