4'-cyano-4-diphenylamino-[1,4']bipiperidinyl-1'-carboxylic acid tert-butyl ester

Base Information

Chemical Name:4'-cyano-4-diphenylamino-[1,4']bipiperidinyl-1'-carboxylic acid tert-butyl ester
CAS No.:685530-67-0
Molecular Formula:C₂₈H₃₆N₄O₂
Molecular Weight:460.619
Hs Code.:

Synonyms:4'-cyano-4-diphenylamino-[1,4']bipiperidinyl-1'-carboxylic acid tert-butyl ester

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Chemical Property of 4'-cyano-4-diphenylamino-[1,4']bipiperidinyl-1'-carboxylic acid tert-butyl ester

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Technology Process of 4'-cyano-4-diphenylamino-[1,4']bipiperidinyl-1'-carboxylic acid tert-butyl ester

There total 5 articles about 4'-cyano-4-diphenylamino-[1,4']bipiperidinyl-1'-carboxylic acid tert-butyl ester 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: 55.0%

: 5804-85-3
diethylaluminium cyanide

: 79099-07-3
N-tert-butyloxycarbonylpiperidin-4-one

: 84359-50-2
N,N-diphenylpiperidine-4-amine

: 685530-67-0
4'-cyano-4-diphenylamino-[1,4']bipiperidinyl-1'-carboxylic acid tert-butyl ester

Guidance literature:: N-tert-butyloxycarbonylpiperidin-4-one; N,N-diphenylpiperidine-4-amine; With titanium(IV) isopropylate; In dichloromethane; at 20 - 25 ℃; for 32h;

diethylaluminium cyanide; In dichloromethane; toluene; at 25 ℃; for 3h;
DOI:10.1021/jm031046g

Reference yield:

: 125541-22-2
1-(tert-butoxycarbonyl)-4-phenylaminopiperidine

: 685530-67-0
4'-cyano-4-diphenylamino-[1,4']bipiperidinyl-1'-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: 52 percent / Pd(OAc)2; BINAP; t-BuOK / tetrahydrofuran; toluene / 16 h / 110 °C

2.1: aq. TFA / 3 h / 25 °C

3.1: Ti(OiPr)4 / CH₂Cl₂ / 32 h / 20 - 25 °C

3.2: 55 percent / CH₂Cl₂; toluene / 3 h / 25 °C

With titanium(IV) isopropylate; palladium diacetate; potassium tert-butylate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; toluene;
DOI:10.1021/jm031046g

Reference yield:

: 79099-07-3
N-tert-butyloxycarbonylpiperidin-4-one

: 685530-67-0
4'-cyano-4-diphenylamino-[1,4']bipiperidinyl-1'-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: 88 percent / (CH₃COO)3NaBH; AcOH / 1,2-dichloro-ethane / 16 h

2.1: 52 percent / Pd(OAc)2; BINAP; t-BuOK / tetrahydrofuran; toluene / 16 h / 110 °C

3.1: aq. TFA / 3 h / 25 °C

4.1: Ti(OiPr)4 / CH₂Cl₂ / 32 h / 20 - 25 °C

4.2: 55 percent / CH₂Cl₂; toluene / 3 h / 25 °C

With titanium(IV) isopropylate; palladium diacetate; potassium tert-butylate; sodium tris(acetoxy)borohydride; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; acetic acid; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; 1,2-dichloro-ethane; toluene;
DOI:10.1021/jm031046g