2-cyclohexylethyl N-Boc-3-(4-piperidinepropionyl)-(R)-(-)-nipecotyl-[(S)-3-amino-3-(3-pyridyl)]propionate

Base Information

Chemical Name:2-cyclohexylethyl N-Boc-3-(4-piperidinepropionyl)-(R)-(-)-nipecotyl-[(S)-3-amino-3-(3-pyridyl)]propionate
CAS No.:252990-02-6
Molecular Formula:C₃₅H₅₄N₄O₆
Molecular Weight:626.837
Hs Code.:

Synonyms:2-cyclohexylethyl N-Boc-3-(4-piperidinepropionyl)-(R)-(-)-nipecotyl-[(S)-3-amino-3-(3-pyridyl)]propionate

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Chemical Property of 2-cyclohexylethyl N-Boc-3-(4-piperidinepropionyl)-(R)-(-)-nipecotyl-[(S)-3-amino-3-(3-pyridyl)]propionate

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Technology Process of 2-cyclohexylethyl N-Boc-3-(4-piperidinepropionyl)-(R)-(-)-nipecotyl-[(S)-3-amino-3-(3-pyridyl)]propionate

There total 6 articles about 2-cyclohexylethyl N-Boc-3-(4-piperidinepropionyl)-(R)-(-)-nipecotyl-[(S)-3-amino-3-(3-pyridyl)]propionate 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: 62.0%

: 4442-79-9
cyclohexylethan-1-ol

: 223697-42-5
N-Boc-3-(4-piperidinepropionyl)-(R)-(-)-nipecotyl-[(S)-3-amino-3-(3-pyridyl)]propionic acid

: 252990-02-6
2-cyclohexylethyl N-Boc-3-(4-piperidinepropionyl)-(R)-(-)-nipecotyl-[(S)-3-amino-3-(3-pyridyl)]propionate

Guidance literature:: With 4-methyl-morpholine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 23 ℃; for 8h;
DOI:10.1021/jm990418b

Reference yield:

: 198959-53-4
methyl (S)-3-amino-3-pyridin-3-ylpropionate

: 252990-02-6
2-cyclohexylethyl N-Boc-3-(4-piperidinepropionyl)-(R)-(-)-nipecotyl-[(S)-3-amino-3-(3-pyridyl)]propionate

Guidance literature:: Multi-step reaction with 5 steps

1: HBTU; HOBT; NMM / acetonitrile / 15 h

2: HCl / dioxane / 3 h

3: HBTU; HOBT; NMM / acetonitrile / 6 h

4: aq. LiOH / tetrahydrofuran / 1.5 h

5: 62 percent / NMM; EDC*HCl / CH₂Cl₂ / 8 h / 23 °C

With 4-methyl-morpholine; hydrogenchloride; lithium hydroxide; benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; 1,4-dioxane; dichloromethane; acetonitrile; 1: Condensation / 2: deprotection / 3: Condensation / 4: Hydrolysis / 5: Esterification;
DOI:10.1021/jm990418b

Reference yield:

: 252989-40-5
(S)-3-[((R)-Piperidine-3-carbonyl)-amino]-3-pyridin-3-yl-propionic acid methyl ester

: 252990-02-6
2-cyclohexylethyl N-Boc-3-(4-piperidinepropionyl)-(R)-(-)-nipecotyl-[(S)-3-amino-3-(3-pyridyl)]propionate

Guidance literature:: Multi-step reaction with 3 steps

1: HBTU; HOBT; NMM / acetonitrile / 6 h

2: aq. LiOH / tetrahydrofuran / 1.5 h

3: 62 percent / NMM; EDC*HCl / CH₂Cl₂ / 8 h / 23 °C

With 4-methyl-morpholine; lithium hydroxide; benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; dichloromethane; acetonitrile; 1: Condensation / 2: Hydrolysis / 3: Esterification;
DOI:10.1021/jm990418b