(S)-tert-butyl 1-(methoxy(methyl)amino)-1-oxopentan-2-ylcarbamate

Base Information

• Chemical Name: (S)-tert-butyl 1-(methoxy(methyl)amino)-1-oxopentan-2-ylcarbamate
• CAS No.: 160801-73-0
• Molecular Formula: C12H24 N2 O4
• Molecular Weight: 260.334
• DSSTox Substance ID: DTXSID101146901
• Mol file: 160801-73-0.mol

Synonyms:160801-73-0;(S)-tert-butyl 1-(methoxy(methyl)amino)-1-oxopentan-2-ylcarbamate;tert-butyl N-[(2S)-1-[methoxy(methyl)amino]-1-oxopentan-2-yl]carbamate;SCHEMBL418755;DTXSID101146901;boc-l-norvaline n,o-dimethylhydroxylamide;N2-(tert-butoxycarbonyl)-N1-methoxy-N1-methyl-L-norvalinamide;1,1-Dimethylethyl N-[(1S)-1-[(methoxymethylamino)carbonyl]butyl]carbamate

Chemical Property of (S)-tert-butyl 1-(methoxy(methyl)amino)-1-oxopentan-2-ylcarbamate

Chemical Property:

• PSA: 67.87000
• LogP: 2.09050
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 7
• Exact Mass: 260.17360725
• Heavy Atom Count: 18
• Complexity: 286

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCC(C(=O)N(C)OC)NC(=O)OC(C)(C)C
• Isomeric SMILES: CCC[C@@H](C(=O)N(C)OC)NC(=O)OC(C)(C)C

Technology Process of (S)-tert-butyl 1-(methoxy(methyl)amino)-1-oxopentan-2-ylcarbamate

There total 3 articles about (S)-tert-butyl 1-(methoxy(methyl)amino)-1-oxopentan-2-ylcarbamate 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: 85.0%

N-tert-butoxycarbonyl-L-norvaline (53308-95-5) + N,O-dimethylhydroxylamine*hydrochloride (6638-79-5) → (S)-tert-butyl 1-(methoxy(methyl)amino)-1-oxopentan-2-ylcarbamate (160801-73-0)

Guidance literature:

With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃;

Reference yield:

N-tert-butoxycarbonyl-L-norvaline (53308-95-5) → (S)-tert-butyl 1-(methoxy(methyl)amino)-1-oxopentan-2-ylcarbamate (160801-73-0)

Guidance literature:

With 4-methyl-morpholine; N,O-dimethylhydroxylamine*hydrochloride; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; In dichloromethane; N,N-dimethyl-formamide; at 50 ℃;

Reference yield:

Boc-Nva-OH dicyclohexylammonium salt + N,O-dimethylhydroxylamine*hydrochloride (6638-79-5) → (S)-tert-butyl 1-(methoxy(methyl)amino)-1-oxopentan-2-ylcarbamate (160801-73-0)

Guidance literature:

With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In DMF (N,N-dimethyl-formamide); at 0 - 20 ℃; for 42h;

upstream raw materials:

N-tert-butoxycarbonyl-L-norvaline

N,O-dimethylhydroxylamine*hydrochloride

Downstream raw materials:

(S)-3-Amino-2-hydroxy-hexanoic acid

(3S)-3-(tert-butoxycarbonylamino)-2-hydroxyhexanoic acid

Boc-D-Phe-Leu-Nva-CONH-CH₂CH₃

Boc-Phe-Leu-Nva-CONH-CH₂CH₃