N-(4-Ethylcyclohexane-1-carbonyl)-D-phenylalanine

Base Information

Chemical Name:N-(4-Ethylcyclohexane-1-carbonyl)-D-phenylalanine
CAS No.:105746-45-0
Molecular Formula:C₁₈H₂₅NO₃
Molecular Weight:303.401
Hs Code.:
UNII:K4529956QE
ChEMBL ID:CHEMBL3085108
DSSTox Substance ID:DTXSID00557766
Mol file:105746-45-0.mol

Synonyms:105746-45-0;4-Desisopropyl-4-ethyl Nateglinide;N-(4-Ethylcyclohexane-1-carbonyl)-D-phenylalanine;K4529956QE;Nateglinide impurity E [EP];UNII-K4529956QE;N-((trans-4-Ethylcyclohexyl)carbonyl)-D-phenylalanine;D-Phenylalanine, N-((4-ethylcyclohexyl)carbonyl)-, trans-;(2R)-2-[(4-ethylcyclohexanecarbonyl)amino]-3-phenylpropanoic acid;Nateglinide EP Impurity E;SCHEMBL9235798;SCHEMBL9235803;CHEMBL3085108;DTXSID00557766;AKOS027039072;NATEGLINIDE IMPURITY E [EP IMPURITY];A1-02997;(trans-4-Ethylcyclohexane-1-carbonyl)-D-phenylalanine;N-[(trans-4-Ethylcyclohexyl)carbonyl]-D-phenylalanine;Nateglinide Imp. E (Pharmeuropa);Nateglinide Ethyl Analog;Nateglinide Impurity E

Suppliers and Price of N-(4-Ethylcyclohexane-1-carbonyl)-D-phenylalanine

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

TRC
4-Desisopropyl-4-ethylNateglinide
10mg
$ 165.00

TRC
4-Desisopropyl-4-ethylNateglinide
100mg
$ 1320.00

A1 Biochem Labs
NateglinideEPImpurityE 95%
250 mg
$ 750.00

Total 5 raw suppliers

Chemical Property of N-(4-Ethylcyclohexane-1-carbonyl)-D-phenylalanine

Chemical Property:

PSA：69.89000
LogP:3.85520
XLogP3:3
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:6
Exact Mass:303.18344366
Heavy Atom Count:22
Complexity:369

Purity/Quality:

> 95% ^*data from raw suppliers

4-Desisopropyl-4-ethylNateglinide ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CCC1CCC(CC1)C(=O)NC(CC2=CC=CC=C2)C(=O)O
Isomeric SMILES:CCC1CCC(CC1)C(=O)N[C@H](CC2=CC=CC=C2)C(=O)O
Uses D-phenylanaline derivative and an analog Nateglinide (N379375) with similar hypoglycemic activity.

Technology Process of N-(4-Ethylcyclohexane-1-carbonyl)-D-phenylalanine

There total 5 articles about N-(4-Ethylcyclohexane-1-carbonyl)-D-phenylalanine 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:

: 619-64-7
p-ethylbenzoic acid

: 105746-45-0
N-[(trans-4-Ethylcyclohexyl)carbonyl]-D-phenylalanine

Guidance literature:: Multi-step reaction with 4 steps

1: 1) H₂, 2) SOCl₂ / 1) PtO₂ / 1) 5 kg/cm², r.t.

2: 1) NaH, 2) 2N aq. NaOH / 1) 150 deg C, 2 h, 2) MeOH, 20 deg C, 10 min

3: 1) N-hydroxysuccinimide, dicyclohexylcarbodiimide / 1) CHCl₃, 3 h, 2) CHCl₃, 25 deg C, 1 d

4: 2N NaOH / methanol

With sodium hydroxide; 1-hydroxy-pyrrolidine-2,5-dione; thionyl chloride; hydrogen; sodium hydride; dicyclohexyl-carbodiimide; platinum(IV) oxide; In methanol;
DOI:10.1021/jm00127a006

Reference yield:

: N-<(trans-4-Ethylcyclohexyl)carbonyl>-D-phenylalanine methyl ester

: 105746-45-0
N-[(trans-4-Ethylcyclohexyl)carbonyl]-D-phenylalanine

Guidance literature:: With sodium hydroxide; In methanol; Yield given;
DOI:10.1021/jm00127a006

Reference yield:

: 6833-47-2
trans-4-ethylcyclohexane-1-carboxylic acid

: 105746-45-0
N-[(trans-4-Ethylcyclohexyl)carbonyl]-D-phenylalanine

Guidance literature:: Multi-step reaction with 2 steps

1: 1) N-hydroxysuccinimide, dicyclohexylcarbodiimide / 1) CHCl₃, 3 h, 2) CHCl₃, 25 deg C, 1 d

2: 2N NaOH / methanol

With sodium hydroxide; 1-hydroxy-pyrrolidine-2,5-dione; dicyclohexyl-carbodiimide; In methanol;
DOI:10.1021/jm00127a006