Methyl n-(tert-butoxycarbonyl)-n-methylvalinate

Base Information

• Chemical Name: Methyl n-(tert-butoxycarbonyl)-n-methylvalinate
• CAS No.: 24164-06-5
• Molecular Formula: C12H23 N O4
• Molecular Weight: 245.3153
• NSC Number: 135130
• DSSTox Substance ID: DTXSID20300150
• Mol file: 24164-06-5.mol

Synonyms:130994-86-4;Methyl 2-([(tert-butoxy)carbonyl](methyl)amino)-3-methylbutanoate;NSC135130;methyl n-(tert-butoxycarbonyl)-n-methylvalinate;SCHEMBL13682813;DTXSID20300150;ZAA16406;NSC-135130;Methyl2-([(tert-butoxy)carbonyl](methyl)amino)-3-methylbutanoate

Chemical Property of Methyl n-(tert-butoxycarbonyl)-n-methylvalinate

Chemical Property:

• Vapor Pressure: 0.00172mmHg at 25°C
• Boiling Point: 293.5°Cat760mmHg
• Flash Point: 131.3°C
• Density: 1.015g/cm³
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 245.16270821
• Heavy Atom Count: 17
• Complexity: 281

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)C(C(=O)OC)N(C)C(=O)OC(C)(C)C

Technology Process of Methyl n-(tert-butoxycarbonyl)-n-methylvalinate

There total 12 articles about Methyl n-(tert-butoxycarbonyl)-n-methylvalinate 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: 98.0%

diazomethane (186581-53-3,908094-01-9,334-88-3) + Boc-N-Me-Val-OH (45170-31-8) → methyl (2S)-2-[(tert-butoxycarbonyl)(methyl)amino]-3-methylbutanoate (24164-06-5)

Guidance literature:

In diethyl ether; at 0 ℃;

DOI:10.1021/jo970387x

Reference yield: 97.0%

t-Boc-L-valine (13734-41-3) + methyl iodide (74-88-4) → methyl (2S)-2-[(tert-butoxycarbonyl)(methyl)amino]-3-methylbutanoate (24164-06-5)

Guidance literature:

With silver(l) oxide; In N,N-dimethyl-formamide; at 45 ℃; for 20h;

DOI:10.1002/chem.201002063

Reference yield: 96.0%

Boc-N-Me-Val-OH (45170-31-8) + methyl iodide (74-88-4) → methyl (2S)-2-[(tert-butoxycarbonyl)(methyl)amino]-3-methylbutanoate (24164-06-5)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 72h; Inert atmosphere;

upstream raw materials:

N-tert-butoxycarbonyl-L-valine methyl ester

methyl iodide

t-Boc-L-valine

diazomethane

Downstream raw materials:

methyl N-methyl-L-valinate hydrochloride

(S)-tert-butyl (1-hydroxy-3-methylbutan-2-yl)(methyl)carbamate

methyl (2S,4R)-2-methyl-4-[({2-[(3R)-4-methyl-3-{methyl[(2S,3S)-3-methyl-2-({[(2R)-1-methylpiperidin-2-yl]carbonyl}amino)pentanoyl]amino}pentyl]-1,3-thiazol-4-yl}carbonyl)amino]-5-phenylpentanoate

(2S,4R)-2-methyl-4-[({2-[(3R)-4-methyl-3-{methyl[(2S,3S)-3-methyl-2-({[(2R)-1-methylpiperidin-2-yl]carbonyl}amino)pentanoyl]amino}pentyl]-1,3-thiazol-4-yl}carbonyl)amino]-5-phenylpentanoic acid

Refernces

• 1、 Abe-Kumasaka, Tomoko,Busujima, Tsuyoshi,Iwakiri, Kanako,Kanuma, Kosuke,Kawaguchi, Takanori,Kurosaka, Jun,Ogata, Yuya,Sugaya, Yutaka,Sugiyama, Hiroyuki,Takahashi, Ryo,Tamura, Yunoshin,Tanigawa, Eiji,Ueda-Yonemoto, Naoko,Yamaguchi-Sasaki, Toru. "Design and Synthesis of 2-(1-Alkylaminoalkyl)pyrazolo[1,5-a]pyrimidines as New Respiratory Syncytial Virus Fusion Protein Inhibitors". . p. 345 - 362. Retrieved 2020/05/14.
• 2、 -. "TUBULYSIN ANALOGUES AS ANTICANCER AGENTS AND PAYLOADS FOR ANTIBODY-DRUG CONJUGATES AND METHODS OF TREATMENT THEREWITH". Page/Page column 59-60; 108. . Retrieved 2019/06/17.