Fmoc-gabapentin

Base Information

• Chemical Name: Fmoc-gabapentin
• CAS No.: 882847-19-0
• Molecular Formula: C24H27 N O4
• Molecular Weight: 393.48
• Hs Code.: 29225090
• European Community (EC) Number: 674-632-6
• DSSTox Substance ID: DTXSID30373234
• Wikidata: Q82161397
• Mol file: 882847-19-0.mol

Synonyms:fmoc-gabapentin;882847-19-0;2-[1-[(9H-fluoren-9-ylmethoxycarbonylamino)methyl]cyclohexyl]acetic Acid;(1-[(9h-fluoren-9-ylmethoxycarbonylamino)-methyl]-cyclohexyl)-acetic acid;(1-[(9h-fluoren-9-ylmethoxycarbonylamino)methyl]cyclohexyl)acetic acid;{1-[(9H-Fluoren-9-ylmethoxycarbonylamino)methyl]cyclohexyl}acetic acid;2-(1-(((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)methyl)cyclohexyl)acetic acid;2-{1-[({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)methyl]cyclohexyl}acetic acid;[1-[(9h-fluoren-9-ylmethoxycarbonylamino)-methyl]-cyclohexyl]-acetic acid;{1-[(9H-Fluoren-9-ylmethoxycarbonylamino)-methyl]-cyclohexyl}-acetic acid;Cyclohexaneacetic acid,1-[[[(9H-fluoren-9-ylmethoxy)carbonyl]amino]methyl]-;[1-((Fmoc-amino)methyl)cyclohexyl]acetic acid;DTXSID30373234;MFCD04973795;AKOS012711600;Bis(diethyl-L-tartrateglycolato)diboron;AS-40647;CS-0262070;FT-0759417;EN300-81239;Z1136513518;(1-[(9H-fluoren-9-ylmethoxycarbonylamino)methyl]cyclohexyl)acetic acid, AldrichCPR;2-(1-(((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)methyl)cyclohexyl)aceticacid;2-(1-((((9H-fluoren-9-yl)methoxy)carbonylamino)methyl)cyclohexyl)acetic acid

Chemical Property of Fmoc-gabapentin

Chemical Property:

• PSA: 75.63000
• LogP: 5.34120
• XLogP3: 4.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 7
• Exact Mass: 393.19400834
• Heavy Atom Count: 29
• Complexity: 563

Purity/Quality:

≥98%,≥99%, ^*data from raw suppliers

Fmoc-Gabapentin ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC(CC1)(CC(=O)O)CNC(=O)OCC2C3=CC=CC=C3C4=CC=CC=C24

Technology Process of Fmoc-gabapentin

There total 1 articles about Fmoc-gabapentin 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:

H-Gpn-OH (60142-96-3) + Fmoc-OBT (82911-71-5) → Fmoc-gabapentin (882847-19-0)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃; for 2.16667h;

DOI:10.1016/j.tetlet.2009.02.125

Reference yield: 85.0%

(2,2-dimethyl-4-pentenyl)amine (244212-00-8) + Fmoc-gabapentin (882847-19-0) → (9H-fluoren-9-yl)methyl ((1-(2-((2,2-dimethylpent-4-yn-1-yl)-amino)-2-oxoethyl)cyclohexyl)methyl)carbamate

Guidance literature:

Fmoc-gabapentin; With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; at 20 ℃; for 0.166667h;

(2,2-dimethyl-4-pentenyl)amine; In tetrahydrofuran; at 20 ℃; for 2h;

DOI:10.1021/acs.joc.1c01848

Reference yield: 72.0%

2-(N,N-dimethylamino)ethanol (108-01-0) + Fmoc-gabapentin (882847-19-0) → Fmoc-gabapentin N,N-dimethylaminoethyl ester (1152425-51-8)

Guidance literature:

Fmoc-gabapentin; With dmap; 2,2'-dipyridyl carbonate; In toluene;

2-(N,N-dimethylamino)ethanol; In toluene; at 20 ℃; for 24h;

DOI:10.1016/j.tetlet.2009.02.125

upstream raw materials:

H-Gpn-OH

Fmoc-OBT

Downstream raw materials:

Fmoc-gabapentin N,N-dimethylaminoethyl ester

Refernces