(R)-2-Benzyl-4-(tert-butoxy)-4-oxobutanoic acid

Base Information

• Chemical Name: (R)-2-Benzyl-4-(tert-butoxy)-4-oxobutanoic acid
• CAS No.: 122225-33-6
• Molecular Formula: C15H20O4
• Molecular Weight: 264.321
• DSSTox Substance ID: DTXSID90544387
• Nikkaji Number: J1.193.525G
• Wikidata: Q72440859
• Mol file: 122225-33-6.mol

Synonyms:122225-33-6;(R)-2-Benzyl-4-(tert-butoxy)-4-oxobutanoic acid;(R)-2-benzyl-4-tert-butoxy-4-oxobutanoic acid;(2R)-2-benzyl-4-[(2-methylpropan-2-yl)oxy]-4-oxobutanoic acid;(2R)-2-Benzyl-4-tert-butoxy-4-oxobutanoic acid;Butanedioic acid, 2-(phenylmethyl)-, 4-(1,1-dimethylethyl) ester, (2R)-;(R)-2-Benzyl-4-(tert-butoxy)-4-oxobutanoicacid;SCHEMBL1704171;DTXSID90544387;TWMRLCPQQCHIBH-GFCCVEGCSA-N;XEA22533;MFCD12755810;AKOS016011321;CS-W007163;DS-6203;(2R)-3-tert-Butyloxycarbonyl-2-phenylmethylpropionic Acid

Chemical Property of (R)-2-Benzyl-4-(tert-butoxy)-4-oxobutanoic acid

Chemical Property:

• Vapor Pressure: 3.94E-07mmHg at 25°C
• Boiling Point: 400.4oC at 760 mmHg
• Flash Point: 143.8oC
• PSA: 63.60000
• Density: 1.118
• LogP: 2.66170
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 7
• Exact Mass: 264.13615911
• Heavy Atom Count: 19
• Complexity: 311

Purity/Quality:

97% ^*data from raw suppliers

(R)-2-Benzyl-4-(tert-butoxy)-4-oxobutanoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)CC(CC1=CC=CC=C1)C(=O)O
• Isomeric SMILES: CC(C)(C)OC(=O)C[C@@H](CC1=CC=CC=C1)C(=O)O

Technology Process of (R)-2-Benzyl-4-(tert-butoxy)-4-oxobutanoic acid

There total 24 articles about (R)-2-Benzyl-4-(tert-butoxy)-4-oxobutanoic acid 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%

(4R,2'R)-3-(4'-tert-butoxy-4'-oxo-2'-benzylbutanoyl)-4-iso-propyl-6,6-dimethyl-(1,3)-oxazinan (908290-87-9) → (R)-4-iso-propyl-6,6-dimethyl-(1,3)-oxazinan-2-one (908290-56-2) + (2R)-3-tert-Butyloxycarbonyl-2-phenylmethylpropionic Acid (122225-33-6)

Guidance literature:

With lithium hydroxide; dihydrogen peroxide; In tetrahydrofuran; at 0 - 20 ℃; for 16h;

DOI:10.1039/b604073j

Reference yield: 94.0%

(R)-4-tert-butyl 1-methyl 2-benzylsuccinate (1229380-18-0) → (2R)-3-tert-Butyloxycarbonyl-2-phenylmethylpropionic Acid (122225-33-6)

Guidance literature:

(R)-4-tert-butyl 1-methyl 2-benzylsuccinate; With water; lithium hydroxide; In tetrahydrofuran; at 20 ℃;

With hydrogenchloride; In tetrahydrofuran; water; pH=1;

Reference yield: 91.0%

(4S)-3-<(2R)-2-<(tert-butyloxycarbonyl)methyl>-3-phenylpropionyl>-4-benzyloxazolidin-2-one (150544-79-9) → (2R)-3-tert-Butyloxycarbonyl-2-phenylmethylpropionic Acid (122225-33-6)

Guidance literature:

With lithium hydroxide; dihydrogen peroxide; In tetrahydrofuran; water; at 0 ℃; for 1h;

DOI:10.1021/jo990756k

upstream raw materials:

(4S)-3-<(2R)-2-<(tert-butyloxycarbonyl)methyl>-3-phenylpropionyl>-4-benzyloxazolidin-2-one

2-(RS)-benzyl-1,4-butanedioic acid 4-(1,1-dimethylethyl) 1-methyl ester

(R)-4-((R)-4-Benzhydryl-2-oxo-oxazolidin-3-yl)-3-benzyl-4-oxo-butyric acid tert-butyl ester

(4R,2'R)-3-(4'-tert-butoxy-4'-oxo-2'-benzylbutanoyl)-4-iso-propyl-6,6-dimethyl-(1,3)-oxazinan

Downstream raw materials:

1,1-dimethylethyl R-<<<1S-methyl-2-oxo-2-(phenylmethoxy)ethyl>amino>carbonyl> benzenebutanoate

tert-butyl (3R)-N-(benzyloxycarbonyl)-3-amino-4-phenylbutanoate

(R)-2-benzylsuccinic acid

(3R)-N-(benzyloxycarbonyl)-3-amino-4-phenylbutanoic acid