5-Ethoxy-5-oxo-4-(phenylmethoxycarbonylamino)pentanoic acid

Base Information

• Chemical Name: 5-Ethoxy-5-oxo-4-(phenylmethoxycarbonylamino)pentanoic acid
• CAS No.: 5672-81-1
• Molecular Formula: C15H19NO6
• Molecular Weight: 309.319
• NSC Number: 169173
• DSSTox Substance ID: DTXSID10303397
• Mol file: 5672-81-1.mol

Synonyms:5-ethoxy-5-oxo-4-(phenylmethoxycarbonylamino)pentanoic acid;5672-81-1;97996-97-9;NSC169173;SCHEMBL3624634;DTXSID10303397;JNQYYJMIBOQAFC-UHFFFAOYSA-N;NSC-169173;2-benzyloxycarbonylamino-pentanedioic acid 1-ethyl ester;4-{[(benzyloxy)carbonyl]amino}-5-ethoxy-5-oxopentanoic acid (non-preferred name)

Chemical Property of 5-Ethoxy-5-oxo-4-(phenylmethoxycarbonylamino)pentanoic acid

Chemical Property:

• Vapor Pressure: 1.5E-11mmHg at 25°C
• Boiling Point: 517.9°C at 760 mmHg
• Flash Point: 267°C
• Density: 1.244g/cm³
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 10
• Exact Mass: 309.12123733
• Heavy Atom Count: 22
• Complexity: 378

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(CCC(=O)O)NC(=O)OCC1=CC=CC=C1

Technology Process of 5-Ethoxy-5-oxo-4-(phenylmethoxycarbonylamino)pentanoic acid

There total 22 articles about 5-Ethoxy-5-oxo-4-(phenylmethoxycarbonylamino)pentanoic 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%

(S)-2-benzyloxycarbonylaminopentanedioic acid 5-tert-butyl ester 1-ethyl ester (3967-19-9) → (4S)-4-{[(benzyloxy)carbonyl]amino}-5-ethoxy-5-oxopentanoic acid (5672-81-1)

Guidance literature:

With trifluoroacetic acid; In dichloromethane;

Reference yield: 99.0%

1-ethyl 5-(2,2,2-trichloroethyl) (S)-2-(benzyloxycarbonylamino)pentanedioate (927810-92-2) → (4S)-4-{[(benzyloxy)carbonyl]amino}-5-ethoxy-5-oxopentanoic acid (5672-81-1)

Guidance literature:

With phosphate buffer; Bacillus subtilis esterase BS₂; In methanol; hexane; at 37 ℃; for 0.5h; pH=7.4;

DOI:10.1021/jo061871f

Reference yield: 92.0%

ethyl acetate (141-78-6) + (S)-2-Benzyloxycarbonylamino-pentanedioic acid; compound with dicyclohexyl-amine → (4S)-4-{[(benzyloxy)carbonyl]amino}-5-ethoxy-5-oxopentanoic acid (5672-81-1)

Guidance literature:

With sulfuric acid; for 0.166667h;

DOI:10.3390/molecules200610004

upstream raw materials:

ethanol

N-(benzyloxycarbonyl)-L-glutamic acid anhydride

(S)-3-[3-(benzyloxycarbonyl)-5-oxooxazolidin-4-yl]propanoic acid

ethyl bromide

Downstream raw materials:

L-glutamic acid α-ethyl ester

N-benzyloxycarbonyl-L-glutamic acid-1-hydrazide

N-benzyloxycarbonyl-L-isoglutamine

N-(O-ethyl-N-benzyloxycarbonyl-L-γ-glutamyl)-L-glutamic acid diethyl ester