ethyl 2-(benzyloxy)-4-(2-methylcyclohexyloxy)-6-phenethyl nicotinate

Base Information

• Chemical Name: ethyl 2-(benzyloxy)-4-(2-methylcyclohexyloxy)-6-phenethyl nicotinate
• CAS No.: 1430415-02-3
• Molecular Formula: C₃₀H₃₅NO₄
• Molecular Weight: 473.612
• Mol file: 1430415-02-3.mol

Synonyms:ethyl 2-(benzyloxy)-4-(2-methylcyclohexyloxy)-6-phenethyl nicotinate

Chemical Property of ethyl 2-(benzyloxy)-4-(2-methylcyclohexyloxy)-6-phenethyl nicotinate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl 2-(benzyloxy)-4-(2-methylcyclohexyloxy)-6-phenethyl nicotinate

There total 6 articles about ethyl 2-(benzyloxy)-4-(2-methylcyclohexyloxy)-6-phenethyl nicotinate 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: 76.0%

2-Methylcyclohexanol (583-59-5) + ethyl 2-(benzyloxy)-4-hydroxy-6-phenethylnicotinate (1282619-52-6) → ethyl 2-(benzyloxy)-4-(2-methylcyclohexyloxy)-6-phenethyl nicotinate (1430415-02-3)

Guidance literature:

With di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; at 20 ℃; for 20h;

DOI:10.1021/jm400102x

Reference yield:

hydrocinnamic acid chloride (645-45-4) → ethyl 2-(benzyloxy)-4-(2-methylcyclohexyloxy)-6-phenethyl nicotinate (1430415-02-3)

Guidance literature:

Multi-step reaction with 6 steps

1.1: pyridine / dichloromethane / 8.5 h / 0 - 20 °C

2.1: 4 h / Reflux

3.1: ammonia / methanol / 8 h / Reflux; Sealed tube

4.1: sodium / ethanol / 1 h

4.2: 96 h / Reflux

5.1: silver (II) carbonate / tetrahydrofuran / 8 h / 60 °C

6.1: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 20 h / 20 °C

With pyridine; silver (II) carbonate; di-isopropyl azodicarboxylate; ammonia; sodium; triphenylphosphine; In tetrahydrofuran; methanol; ethanol; dichloromethane;

DOI:10.1021/jm400102x

Reference yield:

5-benzylacetyl-2,2-dimethyl-1,3-dioxane-4,6-dione → ethyl 2-(benzyloxy)-4-(2-methylcyclohexyloxy)-6-phenethyl nicotinate (1430415-02-3)

Guidance literature:

Multi-step reaction with 5 steps

1.1: 4 h / Reflux

2.1: ammonia / methanol / 8 h / Reflux; Sealed tube

3.1: sodium / ethanol / 1 h

3.2: 96 h / Reflux

4.1: silver (II) carbonate / tetrahydrofuran / 8 h / 60 °C

5.1: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 20 h / 20 °C

With silver (II) carbonate; di-isopropyl azodicarboxylate; ammonia; sodium; triphenylphosphine; In tetrahydrofuran; methanol; ethanol;

DOI:10.1021/jm400102x

upstream raw materials:

2-Methylcyclohexanol

ethyl 2-(benzyloxy)-4-hydroxy-6-phenethylnicotinate

hydrocinnamic acid chloride

ethyl 3-amino-5-phenylpent-2-enoate

Downstream raw materials:

4-(2-methylcyclohexyloxy)-6-phenethyl pyridin-2(1H)-one

Refernces

• 1、 Li, Amin,Ouyang, Yabo,Wang, Ziyun,Cao, Yuanyuan,Liu, Xiangyi,Ran, Li,Li, Chao,Li, Li,Zhang, Liang,Qiao, Kang,Xu, Weisi,Huang, Yang,Zhang, Zhili,Tian, Chao,Liu, Zhenming,Jiang, Shibo,Shao, Yiming,Du, Yansheng,Ma, Liying,Wang, Xiaowei,Liu, Junyi. "Novel pyridinone derivatives as non-nucleoside reverse transcriptase inhibitors (NNRTIs) with high potency against NNRTI-resistant HIV-1 strains". . p. 3593 - 3608. Retrieved 2013/06/27.