(3S)-3-(tert-butyloxycarbonylamino)-4-methyl-1-phenylpentan-2-one

Base Information

• Chemical Name: (3S)-3-(tert-butyloxycarbonylamino)-4-methyl-1-phenylpentan-2-one
• CAS No.: 145037-78-1
• Molecular Formula: C₁₇H₂₅NO₃
• Molecular Weight: 291.39
• Mol file: 145037-78-1.mol

Synonyms:(3S)-3-(tert-butyloxycarbonylamino)-4-methyl-1-phenylpentan-2-one

Chemical Property of (3S)-3-(tert-butyloxycarbonylamino)-4-methyl-1-phenylpentan-2-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3S)-3-(tert-butyloxycarbonylamino)-4-methyl-1-phenylpentan-2-one

There total 3 articles about (3S)-3-(tert-butyloxycarbonylamino)-4-methyl-1-phenylpentan-2-one 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: 89.0%

t-Boc-L-valine (13734-41-3) + benzylmagnesium chloride (6921-34-2) → (3S)-3-(tert-butyloxycarbonylamino)-4-methyl-1-phenylpentan-2-one (145037-78-1)

Guidance literature:

t-Boc-L-valine; benzylmagnesium chloride; In tetrahydrofuran; at 0 - 20 ℃; Inert atmosphere;

With water; ammonium chloride; In tetrahydrofuran; Inert atmosphere;

DOI:10.1002/anie.201502975

Reference yield: 69.0%

tert-butyl (S)-1-(N-methoxy-N-methylcarbamoyl)-2-methylpropylcarbamate (87694-52-8) + benzylmagnesium chloride (6921-34-2) → (3S)-3-(tert-butyloxycarbonylamino)-4-methyl-1-phenylpentan-2-one (145037-78-1)

Guidance literature:

In tetrahydrofuran; diethyl ether; for 1h;

DOI:10.1021/jm00101a005

Reference yield:

t-Boc-L-valine (13734-41-3) + diethyl 2,6-dimethyl-4-benzyl-1,4-dihydropyridine-3,5-dicarboxylate (1539-57-7) → (3R)-3-(tert-butyloxycarbonylamino)-4-methyl-1-phenylpentan-2-one + (3S)-3-(tert-butyloxycarbonylamino)-4-methyl-1-phenylpentan-2-one (145037-78-1)

Guidance literature:

With 2-mesityl-6,7-dihydro-5H-pyrrolo[2,1-c][1,2,4]triazol-2-ium tetrafluoroborate; [4,4′-bis(1,1-dimethylethyl)-2,2′-bipyridine-N1,N1′]bis{3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-κN]phenyl-κC}iridium(III) hexafluorophosphate; caesium carbonate; 1,1'-carbonyldiimidazole; In acetonitrile; at 20 ℃; for 24h; Overall yield = 87 percent; Overall yield = 63 mg; Inert atmosphere; Irradiation;

DOI:10.1002/anie.202105354

upstream raw materials:

tert-butyl (S)-1-(N-methoxy-N-methylcarbamoyl)-2-methylpropylcarbamate

benzylmagnesium chloride

t-Boc-L-valine

diethyl 2,6-dimethyl-4-benzyl-1,4-dihydropyridine-3,5-dicarboxylate