(S)-2,6-Diamino-N-[(1-(1-oxotridecyl)-2-piperidinyl)methyl]hexanamide hydrate dihydrochloride

Base Information

• Chemical Name: (S)-2,6-Diamino-N-[(1-(1-oxotridecyl)-2-piperidinyl)methyl]hexanamide hydrate dihydrochloride
• CAS No.: 141774-20-1
• Molecular Formula: C₂₅H₅₀N₄O₂*2ClH
• Molecular Weight: 511.619
• Mol file: 141774-20-1.mol

Synonyms:(S)-2,6-Diamino-N-[(1-(1-oxotridecyl)-2-piperidinyl)methyl]hexanamide hydrate dihydrochloride;(S)-2,6-Diamino-N-[(1-(1-oxotridecyl)-2-piperidinyl)methyl]hexanamide dihydrochloride hydrate;NPC-15437 dihydrochloride hydrate

Chemical Property of (S)-2,6-Diamino-N-[(1-(1-oxotridecyl)-2-piperidinyl)methyl]hexanamide hydrate dihydrochloride

Chemical Property:

• PSA: 104.94000
• LogP: 8.03380
• Storage Temp.: 2-8°C
• Solubility.: H2O: soluble10mg/mL, clear

Purity/Quality:

95% ^*data from raw suppliers

N161 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Description: NPC-15437 (141774-20-1) is a potent and selective inhibitor of protein kinase C which binds to the regulatory domain (IC50=19 μM).1,2 It specifically interacts with the C1 domain of PKC.3 Important tool for assessing the role of PKC in various signaling pathways.4??Cell permeable.?Active?in vivo.4
• Uses: N 161 is a selective protein kinase C (PKC) inhibitor. PKC is involved with signal transduction cascades related to immune response, cell growth, and memory.

Technology Process of (S)-2,6-Diamino-N-[(1-(1-oxotridecyl)-2-piperidinyl)methyl]hexanamide hydrate dihydrochloride

There total 17 articles about (S)-2,6-Diamino-N-[(1-(1-oxotridecyl)-2-piperidinyl)methyl]hexanamide hydrate dihydrochloride 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:

{(R)-5-Amino-1-[(1-tridecanoyl-piperidin-2-ylmethyl)-carbamoyl]-pentyl}-carbamic acid tert-butyl ester (135741-41-2,135741-42-3,135741-44-5,135741-45-6) → (R)-2,6-Diamino-hexanoic acid (1-tridecanoyl-piperidin-2-ylmethyl)-amide; hydrochloride (139004-99-2,141774-20-1)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane;

DOI:10.1021/jm00113a038

Reference yield:

{(S)-5-Amino-1-[(1-tridecanoyl-piperidin-2-ylmethyl)-carbamoyl]-pentyl}-carbamic acid tert-butyl ester (135741-41-2,135741-42-3,135741-44-5,135741-45-6) → (S)-2,6-Diamino-hexanoic acid (1-tridecanoyl-piperidin-2-ylmethyl)-amide; hydrochloride (139004-99-2,141774-20-1)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane;

DOI:10.1021/jm00113a038

Reference yield:

2-(Aminomethyl)pyridine (3731-51-9) → (R)-2,6-Diamino-hexanoic acid (1-tridecanoyl-piperidin-2-ylmethyl)-amide; hydrochloride (139004-99-2,141774-20-1)

Guidance literature:

Multi-step reaction with 6 steps

1: aq. NaOH / tetrahydrofuran / 0 - 20 °C

2: H₂, PtO₂ / acetic acid; ethanol / 3102.9 Torr

3: pyridine, DMAP / CH₂Cl₂ / 0 - 20 °C

4: HCl / dioxane

5: EDC, HOBt*H₂O, NMM / CH₂Cl₂ / 0 - 20 °C

6: HCl / dioxane

With 4-methyl-morpholine; pyridine; hydrogenchloride; dmap; platinum(IV) oxide; sodium hydroxide; hydrogen; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; acetic acid;

DOI:10.1021/jm00113a038

upstream raw materials:

{(R)-5-Amino-1-[(1-tridecanoyl-piperidin-2-ylmethyl)-carbamoyl]-pentyl}-carbamic acid tert-butyl ester

2-(Aminomethyl)pyridine

Boc-D-Lys-OH

piperidine-2-yl-methylcarbamic acid tert-butyl ester