Boc-phe-N(och3)CH3

Base Information

• Chemical Name: Boc-phe-N(och3)CH3
• CAS No.: 87694-53-9
• Molecular Formula: C16H24 N2 O4
• Molecular Weight: 308.378
• Hs Code.: 2924299090
• DSSTox Substance ID: DTXSID90453602
• Nikkaji Number: J727.483A
• Wikidata: Q82274778
• Mol file: 87694-53-9.mol

Synonyms:87694-53-9;BOC-PHE-N(OCH3)CH3;N-Boc-N-methoxy-N-methyl-L-phenylalaninamide;(S)-tert-Butyl (1-(methoxy(methyl)amino)-1-oxo-3-phenylpropan-2-yl)carbamate;Boc-Phe-Weinreb amide;tert-butyl N-[(1S)-1-[methoxy(methyl)carbamoyl]-2-phenylethyl]carbamate;tert-butyl N-[(2S)-1-[methoxy(methyl)amino]-1-oxo-3-phenylpropan-2-yl]carbamate;Nalpha-(tert-Butoxycarbonyl)-N-methoxy-N-methyl-L-phenylalaninamide;(S)-tert-butyl 1-(methoxy(methyl)amino)-1-oxo-3-phenylpropan-2-ylcarbamate;tert-butyl n-((1s)-1-(methoxy(methyl)carbamoyl)-2-phenylethyl)carbamate;Boc-L-phenylalanine N-methoxy-N-methyl amide;N-Boc-L-phenylalanine N'-methoxy-N'-methylamide;SCHEMBL1204211;DTXSID90453602;MFCD00151891;AKOS027340140;DS-12455;CS-0122989;D82145;n-tert-butoxycarbonyl-phenylalanine-n-methoxy-n-methylamide;N-Methoxy-N-methyl-Nalpha -t-butoxycarbonyl-L-phenylalaninamide;N-(tert-butyloxy-carbonyl)-L-phenylalanine N,O-dimethylhydroxylamide;N-Methoxy-N-methyl 2(S)-(tert-butoxycarbonylamino)-3-phenylpropionamide;Nalpha -tert-butyloxycarbonyl-N,O-dimethyl-phenylalanine hydroxamic acid;Nalpha-(tert-butoxycarbonyl)-N-methoxy-N-methyl-L-phenylalanine-amide;(S)-tert-Butyl(1-(methoxy(methyl)amino)-1-oxo-3-phenylpropan-2-yl)carbamate;[(s)-1-(methoxy-methyl-carbamoyl)-2-phenyl-ethyl]-carbamic acid tert-butyl ester;tert-butyl (S)-(1-(methoxy(methyl)amino)-1-oxo-3-phenylpropan-2-yl)carbamate

Chemical Property of Boc-phe-N(och3)CH3

Chemical Property:

• Refractive Index: 1.514
• PSA: 67.87000
• Density: 1.11g/cm3
• LogP: 2.53310
• Storage Temp.: Store at 0°C
• Solubility.: Chloroform, Dichloromethane
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 7
• Exact Mass: 308.17360725
• Heavy Atom Count: 22
• Complexity: 373

Purity/Quality:

98%min ^*data from raw suppliers

N-Boc-N-methoxy-N-methyl-L-phenylalaninamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NC(CC1=CC=CC=C1)C(=O)N(C)OC
• Isomeric SMILES: CC(C)(C)OC(=O)N[C@@H](CC1=CC=CC=C1)C(=O)N(C)OC
• Uses: An intermediate for the synthesis of some HIV protease inhibitors An intermediate for the synthesis of some HIV protease inhibitors.

Technology Process of Boc-phe-N(och3)CH3

There total 21 articles about Boc-phe-N(och3)CH3 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-phenylalanine (13734-34-4) + N,O-dimethylhydroxylamine*hydrochloride (6638-79-5) → Boc-Phe-OH N,O-dimethyl hydroxamate (87694-53-9)

Guidance literature:

With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine; In acetonitrile;

DOI:10.1016/S0960-894X(00)00458-3

Reference yield: 99.0%

N-tert-butoxycarbonyl-L-phenylalanine (13734-34-4) + N,0-dimethylhydroxylamine (1117-97-1) → Boc-Phe-OH N,O-dimethyl hydroxamate (87694-53-9)

Guidance literature:

With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine; In dichloromethane;

DOI:10.1016/j.bmcl.2009.04.100

Reference yield: 94.0%

(S)-2-tert-butoxycarbonylamino-3-phenyl-propionic acid + N,O-dimethylhydroxylamine*hydrochloride (6638-79-5) → Boc-Phe-OH N,O-dimethyl hydroxamate (87694-53-9)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; HATU; In N,N-dimethyl-formamide; at 20 ℃; for 16h; Inert atmosphere;

upstream raw materials:

N-tert-butoxycarbonyl-L-phenylalanine

N,O-dimethylhydroxylamine*hydrochloride

Boc-Phe-O-COO-isoBu

N,0-dimethylhydroxylamine

Downstream raw materials:

(7S)-6-oxo-7-amino-8-phenyl-N-Boc-octene

Refernces

• 1、 Lee, Min Jae,Bhattarai, Deepak,Jang, Hyeryung,Baek, Ahreum,Yeo, In Jun,Lee, Seongsoo,Miller, Zachary,Lee, Sukyeong,Hong, Jin Tae,Kim, Dong-Eun,Lee, Wooin,Kim, Kyung Bo. "Macrocyclic Immunoproteasome Inhibitors as a Potential Therapy for Alzheimer's Disease". . p. 10934 - 10950. Retrieved 2021/08/20.
• 2、 Zhang, Wen,Wang, Xueyuan,Zhang, Haoyang,Wen, Tiantian,Yang, Lin,Miao, Hang,Wang, Jia,Liu, Hailong,Yang, Xu,Lei, Meng,Zhu, Yongqiang. "Discovery of novel tripeptide propylene oxide proteasome inhibitors for the treatment of multiple myeloma". supporting information. . Retrieved 2021/05/13.