CID 14861521

Base Information

• Chemical Name: CID 14861521
• CAS No.: 132101-91-8
• Molecular Formula: C₄₈H₅₉N₅O₆
• Molecular Weight: 802.026
• DSSTox Substance ID: DTXSID201025350
• Nikkaji Number: J1.597.043J
• Mol file: 132101-91-8.mol

Synonyms:132101-91-8;DTXSID201025350;N-[1-Cyclohexyl-3-hydroxy-5-(2-morpholin-4-ylethylamino)-5-oxopentan-2-yl]-6-formamido-2-[[3-naphthalen-1-yl-2-(naphthalen-1-ylmethyl)propanoyl]amino]hex-4-ynamide

Chemical Property of CID 14861521

Chemical Property:

• XLogP3: 6.6
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 18
• Exact Mass: 801.44653462
• Heavy Atom Count: 59
• Complexity: 1350

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1CCC(CC1)CC(C(CC(=O)NCCN2CCOCC2)O)NC(=O)C(CC#CCNC=O)NC(=O)C(CC3=CC=CC4=CC=CC=C43)CC5=CC=CC6=CC=CC=C65

Technology Process of CID 14861521

There total 4 articles about CID 14861521 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:

6-Amino-2-(3-naphthalen-1-yl-2-naphthalen-1-ylmethyl-propionylamino)-hex-4-ynoic acid [(1S,2S)-1-cyclohexylmethyl-2-hydroxy-3-(2-morpholin-4-yl-ethylcarbamoyl)-propyl]-amide (138643-22-8) + formyl acetic anhydride (2258-42-6) → 6-Formylamino-2-(3-naphthalen-1-yl-2-naphthalen-1-ylmethyl-propionylamino)-hex-4-ynoic acid [(1S,2S)-1-cyclohexylmethyl-2-hydroxy-3-(2-morpholin-4-yl-ethylcarbamoyl)-propyl]-amide (132101-91-8)

Guidance literature:

With triethylamine; In dichloromethane; at 0 ℃; for 16h; Yield given;

DOI:10.1021/jm00108a004

Reference yield:

(S,S)-γ-amino-β-hydroxy-N-<2-(4-morpholinyl)ethyl>cyclohexane pentanamide (124278-65-5) → 6-Formylamino-2-(3-naphthalen-1-yl-2-naphthalen-1-ylmethyl-propionylamino)-hex-4-ynoic acid [(1S,2S)-1-cyclohexylmethyl-2-hydroxy-3-(2-morpholin-4-yl-ethylcarbamoyl)-propyl]-amide (132101-91-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) 1-hydroxybenzotriazole (HOBT), dicyclohexylcarbodiimide (DCC) / 1.) DMF, 0 deg C, 10 min, 2.) a) 0 deg C, 1 h, b) RT

2: trifluoroacetic acid (TFA) / CH₂Cl₂ / Ambient temperature

3: triethylamine (TEA) / CH₂Cl₂ / 16 h / 0 °C

With benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; trifluoroacetic acid; In dichloromethane;

DOI:10.1021/jm00108a004

Reference yield:

6-tert-Butoxycarbonylamino-2-(3-naphthalen-1-yl-2-naphthalen-1-ylmethyl-propionylamino)-hex-4-ynoic acid (138643-21-7) → 6-Formylamino-2-(3-naphthalen-1-yl-2-naphthalen-1-ylmethyl-propionylamino)-hex-4-ynoic acid [(1S,2S)-1-cyclohexylmethyl-2-hydroxy-3-(2-morpholin-4-yl-ethylcarbamoyl)-propyl]-amide (132101-91-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) 1-hydroxybenzotriazole (HOBT), dicyclohexylcarbodiimide (DCC) / 1.) DMF, 0 deg C, 10 min, 2.) a) 0 deg C, 1 h, b) RT

2: trifluoroacetic acid (TFA) / CH₂Cl₂ / Ambient temperature

3: triethylamine (TEA) / CH₂Cl₂ / 16 h / 0 °C

With benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; trifluoroacetic acid; In dichloromethane;

DOI:10.1021/jm00108a004

upstream raw materials:

6-Amino-2-(3-naphthalen-1-yl-2-naphthalen-1-ylmethyl-propionylamino)-hex-4-ynoic acid [(1S,2S)-1-cyclohexylmethyl-2-hydroxy-3-(2-morpholin-4-yl-ethylcarbamoyl)-propyl]-amide

formyl acetic anhydride

(S,S)-γ-amino-β-hydroxy-N-<2-(4-morpholinyl)ethyl>cyclohexane pentanamide

6-tert-Butoxycarbonylamino-2-(3-naphthalen-1-yl-2-naphthalen-1-ylmethyl-propionylamino)-hex-4-ynoic acid