1,4-Piperidinedicarboxylic acid, 3-[[(1R)-1-phenylethyl]amino]-, 1-(1,1-dimethylethyl) 4-ethyl ester

Base Information

• Chemical Name: 1,4-Piperidinedicarboxylic acid, 3-[[(1R)-1-phenylethyl]amino]-, 1-(1,1-dimethylethyl) 4-ethyl ester
• CAS No.: 848591-74-2
• Molecular Formula: C21H32N2O4
• Molecular Weight: 376.496
• Mol file: 848591-74-2.mol

Synonyms:

Chemical Property of 1,4-Piperidinedicarboxylic acid, 3-[[(1R)-1-phenylethyl]amino]-, 1-(1,1-dimethylethyl) 4-ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1,4-Piperidinedicarboxylic acid, 3-[[(1R)-1-phenylethyl]amino]-, 1-(1,1-dimethylethyl) 4-ethyl ester

There total 5 articles about 1,4-Piperidinedicarboxylic acid, 3-[[(1R)-1-phenylethyl]amino]-, 1-(1,1-dimethylethyl) 4-ethyl 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:

5-[(1R)-1-phenyl-ethylamino]-3,6-dihydro-2H-pyridine-1,4-dicarboxylic acid 1-tert-butyl ester 4-ethyl ester (388108-67-6) → 3-((1R)-1-phenyl-ethylamino)-piperidine-1,4-dicarboxylic acid 1-tert-butyl ester 4-ethyl ester (848591-74-2)

Guidance literature:

With sodium tris(acetoxy)borohydride; sodium hydrogencarbonate; acetic acid; In ethyl acetate; toluene; at 0 - 20 ℃; for 16h; Molecular sieve;

Reference yield:

5-[(1R)-1-phenyl-ethylamino]-3,6-dihydro-2H-pyridine-1,4-dicarboxylic acid 1-tert-butyl ester 4-ethyl ester (388108-67-6) → (3SR,4SR)-1-t-butyl 4-ethyl (cis)-3-{[(1R)-1-phenylethyl]amino}-1,4-piperidinedicarboxylate (848591-74-2)

Guidance literature:

With sodium tris(acetoxy)borohydride; acetic acid; In toluene; at 20 ℃; for 16h;

DOI:10.1021/jm060846z

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → (3SR,4SR)-1-t-butyl 4-ethyl (cis)-3-{[(1R)-1-phenylethyl]amino}-1,4-piperidinedicarboxylate (848591-74-2)

Guidance literature:

Multi-step reaction with 3 steps

1: Et₃N; H₂ / Pd(OH)2/C / ethanol; H₂O / 0.42 h / 3102.89 Torr

2: toluene / 36 h / Heating

3: NaBH(OAc)3; acetic acid / toluene / 16 h / 20 °C

With hydrogen; sodium tris(acetoxy)borohydride; acetic acid; triethylamine; palladium dihydroxide; In ethanol; water; toluene;

DOI:10.1021/jm060846z

upstream raw materials:

5-[(1R)-1-phenyl-ethylamino]-3,6-dihydro-2H-pyridine-1,4-dicarboxylic acid 1-tert-butyl ester 4-ethyl ester

di-tert-butyl dicarbonate

ethyl 1-benzyl-3-oxopiperidine-4-carboxylate hydrochloride

ethyl 1-tert-butoxycarbonyl-3-oxopiperidine-4-carboxylate

Downstream raw materials:

4-hydroxymethyl-3-((1R)-1-phenyl-ethylamino)-piperidine-1-carboxylic acid tert-butyl ester

(1S,6R)-2,2,2-trifluoro-1-[8[(1R)-1-phenyl-ethyl]-3,8-diaza-bicyclo[4.2.0]oct-3-yl]-ethanone

(1S,6R)-8[(1R)-1-phenyl-ethyl]-3,8-diaza-bicyclo[4.2.0]octane-3-carboxylic acid tert-butyl ester

(1S,6R)-3,8-diaza-bicyclo[4.2.0]octane-3-carboxylic acid tert-butyl ester