O-benzyl-Nalpha-(tert-butoxycarbonyl)-N-methoxy-N-methyl-L-tyrosinamide

Base Information

• Chemical Name: O-benzyl-Nalpha-(tert-butoxycarbonyl)-N-methoxy-N-methyl-L-tyrosinamide
• CAS No.: 126410-45-5
• Molecular Formula: C23H30N2O5
• Molecular Weight: 414.502
• Mol file: 126410-45-5.mol

Synonyms:CIVENTICHEM CV-4039

Chemical Property of O-benzyl-Nalpha-(tert-butoxycarbonyl)-N-methoxy-N-methyl-L-tyrosinamide

Chemical Property:

• PSA: 77.10000
• Density: 1.143g/cm³
• LogP: 4.11210

Purity/Quality:

99% ^*data from raw suppliers

(S)-TERT-BUTYL-3-(4-(BENZYLOXY)PHENYL)-1-(METHOXY(METHYL)AMINO)-1-OXOPROPAN-2-YLCARBAMATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of O-benzyl-Nalpha-(tert-butoxycarbonyl)-N-methoxy-N-methyl-L-tyrosinamide

There total 12 articles about O-benzyl-Nalpha-(tert-butoxycarbonyl)-N-methoxy-N-methyl-L-tyrosinamide 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: 99.0%

O-benzyl-N-tert-butoxycarbonyl-L-tyrosine (2130-96-3,54784-43-9) + N,O-dimethylhydroxylamine*hydrochloride (6638-79-5) → tert-butyl (S)-{3-[4-(benzyloxy)phenyl]-1-[methoxy(methyl)amino]-1-oxo-propan-2-yl}carbamate (126410-45-5)

Guidance literature:

O-benzyl-N-tert-butoxycarbonyl-L-tyrosine; 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 25 ℃; for 14h; Inert atmosphere;

DOI:10.1021/ol103022m

Reference yield: 87.0%

Ν,Ο-dimethylhydroxylamine hydrochloride + O-benzyl-N-tert-butoxycarbonyl-L-tyrosine (2130-96-3,54784-43-9) → tert-butyl (S)-{3-[4-(benzyloxy)phenyl]-1-[methoxy(methyl)amino]-1-oxo-propan-2-yl}carbamate (126410-45-5)

Guidance literature:

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine;

DOI:10.1002/anie.201708110

Reference yield: 85.0%

O-benzyl-N-tert-butoxycarbonyl-L-tyrosine (2130-96-3,54784-43-9) + N,0-dimethylhydroxylamine (1117-97-1) → tert-butyl (S)-{3-[4-(benzyloxy)phenyl]-1-[methoxy(methyl)amino]-1-oxo-propan-2-yl}carbamate (126410-45-5)

Guidance literature:

With carbon tetrabromide; triethylamine; triphenylphosphine; In dichloromethane; at 20 ℃; for 0.25h; Inert atmosphere;

DOI:10.1002/ejoc.201500181

upstream raw materials:

N,O-dimethylhydroxylamine*hydrochloride

C₂₆H₃₃NO₇

O-benzyl-N-tert-butoxycarbonyl-L-tyrosine

benzyl bromide

Downstream raw materials:

C₂₃H₂₇NO₄

C₃₀H₃₄N₂O₅

C₃₃H₄₀N₂O₅

C₃₄H₄₀N₂O₅

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