N-Boc-D-leucine N'-methoxy-N'-methylamide

Base Information

• Chemical Name: N-Boc-D-leucine N'-methoxy-N'-methylamide
• CAS No.: 87694-50-6
• Molecular Formula: C13H26 N2 O4
• Molecular Weight: 274.36
• Hs Code.: 2924199090
• European Community (EC) Number: 800-127-9
• Mol file: 87694-50-6.mol

Synonyms:129603-01-6;N-Boc-D-leucine N'-methoxy-N'-methylamide;tert-Butyl (R)-(1-(methoxy(methyl)amino)-4-methyl-1-oxopentan-2-yl)carbamate;tert-butyl N-[(2R)-1-[methoxy(methyl)amino]-4-methyl-1-oxopentan-2-yl]carbamate;SCHEMBL17144769;TERT-BUTYL N-[(1S)-1-[METHOXY(METHYL)CARBAMOYL]-3-METHYLBUTYL]CARBAMATE;87694-50-6;CS-M2719;(R)-tert-butyl (1-(methoxy(methyl)amino)-4-methyl-1-oxopentan-2-yl)carbamate;D77484;tert-butyl N-[(1R)-1-[methoxy(methyl)carbamoyl]-3-methylbutyl]carbamate;(R)-tert-butyl(1-(methoxy(methyl)amino)-4-methyl-1-oxopentan-2-yl)carbamate

Chemical Property of N-Boc-D-leucine N'-methoxy-N'-methylamide

Chemical Property:

• Refractive Index: n20/D 1.454(lit.)
• Boiling Point: 235oC(lit.)
• Flash Point: >230 °F
• PSA: 67.87000
• Density: 1.46 g/mL at 25oC(lit.)
• LogP: 2.33650
• Storage Temp.: 2-8°C
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 7
• Exact Mass: 274.18925731
• Heavy Atom Count: 19
• Complexity: 310

Purity/Quality:

98% ^*data from raw suppliers

Boc-L-leucine N,O-dimethylhydroxamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)CC(C(=O)N(C)OC)NC(=O)OC(C)(C)C
• Isomeric SMILES: CC(C)C[C@H](C(=O)N(C)OC)NC(=O)OC(C)(C)C
• Uses: Boc-L-leucine N''-Methoxy-N''-methylamide is boc protected amino acid with antimicrobial activity.

Technology Process of N-Boc-D-leucine N'-methoxy-N'-methylamide

There total 17 articles about N-Boc-D-leucine N'-methoxy-N'-methylamide 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: 100.0%

N-tert-butoxycarbonyl-L-leucine (13139-15-6,53296-34-7) + N,O-dimethylhydroxylamine*hydrochloride (6638-79-5) → N-(tert-butoxycarbonyl)-L-leucine-N'-methoxy-N'-methylamide (87694-50-6)

Guidance literature:

N-tert-butoxycarbonyl-L-leucine; With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 0 ℃; for 0.25h; Inert atmosphere;

N,O-dimethylhydroxylamine*hydrochloride; With 4-methyl-morpholine; In dichloromethane; at 0 - 25 ℃; for 14h; Inert atmosphere;

DOI:10.1021/ja1071916

Reference yield: 97.0%

N-tert-butoxycarbonyl-L-leucine (13139-15-6,53296-34-7) + N,O-dimethylhydroxylamine*hydrochloride (6638-79-5) + isobutyl chloroformate (543-27-1) → N-(tert-butoxycarbonyl)-L-leucine-N'-methoxy-N'-methylamide (87694-50-6)

Guidance literature:

N,O-dimethylhydroxylamine*hydrochloride; With N-methylcyclohexylamine; In dichloromethane; at 0 ℃; for 0.5h;

N-tert-butoxycarbonyl-L-leucine; isobutyl chloroformate; In tetrahydrofuran; dichloromethane; at -20 ℃; for 0.583333h;

Reference yield: 97.0%

N-tert-butoxycarbonyl-L-leucine (13139-15-6,53296-34-7) + N,O-dimethylhydroxylamine*hydrochloride (6638-79-5) + N,0-dimethylhydroxylamine (1117-97-1) + isobutyl chloroformate (543-27-1) → N-(tert-butoxycarbonyl)-L-leucine-N'-methoxy-N'-methylamide (87694-50-6)

Guidance literature:

With N-methylcyclohexylamine; In tetrahydrofuran; dichloromethane;

upstream raw materials:

N-tert-butoxycarbonyl-L-leucine

N,O-dimethylhydroxylamine*hydrochloride

N,0-dimethylhydroxylamine

N-tert-butoxycarbonyl-L-leucine monohydrate

Downstream raw materials:

tert-butyl [(1S)-3-methyl-1-(2-methylpropyl)-2-oxobut-3-en-1-yl]carbamate

tert-butoxycarbonyl-L-leucinal

(R)-2-methyl-4-aminononane hydrochloride

2HCl*H-His(Dnp)-LeuΨ(CH2NH)Met-NH2

Refernces

• 1、 Kobayashi, Kazuya,Otani, Takuya,Ijiri, Saki,Kawasaki, Yuki,Matsubara, Hiroki,Miyagi, Takahiro,Kitajima, Taishi,Iseki, Risa,Ishizawa, Katsuyasu,Shindo, Naoka,Okawa, Kouta,Ueda, Kouta,Ando, Syun,Kawakita, Momoka,Hattori, Yasunao,Akaji, Kenichi. "Structure–activity relationship study of hydroxyethylamine isostere and P1′ site structure of peptide mimetic BACE1 inhibitors". . . Retrieved 2021/10/27.
• 2、 -. "Preparation method of carfilzomib intermediate". Paragraph 0095-0097. . Retrieved 2021/08/06.