2-(9H-fluoren-9-ylmethoxycarbonyl)-3,4-dihydro-1H-isoquinoline-3-carboxylic Acid

Base Information

• Chemical Name: 2-(9H-fluoren-9-ylmethoxycarbonyl)-3,4-dihydro-1H-isoquinoline-3-carboxylic Acid
• CAS No.: 171859-74-8
• Molecular Formula: C25H21NO4
• Molecular Weight: 399.446
• European Community (EC) Number: 874-054-6
• Nikkaji Number: J1.959.218I
• Mol file: 171859-74-8.mol

Synonyms:Fmoc-DL-Tic-OH;171859-74-8;2-(9H-fluoren-9-ylmethoxycarbonyl)-3,4-dihydro-1H-isoquinoline-3-carboxylic Acid;2-(((9H-Fluoren-9-yl)methoxy)carbonyl)-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid;n-fmoc-d-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid;MFCD00144345;MFCD00144368;2-{[(9H-fluoren-9-yl)methoxy]carbonyl}-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid;Fmoc-D-Tic;SCHEMBL119635;AKOS009157269;SY017581;SY017582;FT-0643127;FT-0643248;EN300-81050;F78743;N-Fmoc-D-1,2,3,4-Tetrahydroisoquinoline-3-;Z1136512986;(R)-N-Fmoc-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid;(S)-N-Fmoc-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid;2-N-Fmoc-1,2,3,4-tetrahydro-isoquinoline-3-carboxylic acid, AldrichCPR;2-(((9H-Fluoren-9-yl)methoxy)carbonyl)-1,2,3,4-tetrahydroisoquinoline-3-carboxylicacid;2-(9H-Fluorene-9-ylmethoxycarbonyl)-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid

Chemical Property of 2-(9H-fluoren-9-ylmethoxycarbonyl)-3,4-dihydro-1H-isoquinoline-3-carboxylic Acid

Chemical Property:

• XLogP3: 4.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 399.14705815
• Heavy Atom Count: 30
• Complexity: 629

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(N(CC2=CC=CC=C21)C(=O)OCC3C4=CC=CC=C4C5=CC=CC=C35)C(=O)O

Technology Process of 2-(9H-fluoren-9-ylmethoxycarbonyl)-3,4-dihydro-1H-isoquinoline-3-carboxylic Acid

There total 1 articles about 2-(9H-fluoren-9-ylmethoxycarbonyl)-3,4-dihydro-1H-isoquinoline-3-carboxylic Acid 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:

o-Xylylene dichloride (612-12-4) + (fluorenylmethoxy)carbonyl chloride (28920-43-6) → N-Fmoc-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid (171859-74-8,130309-33-0)

Guidance literature:

Multistep reaction;

DOI:10.1016/j.tetlet.2003.09.119

Reference yield: 86.0%

N-[(9H-fluoren-9-ylmethoxy)carbonyl]-α-aminoisobutyric acid (94744-50-0) + N-Fmoc-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid (171859-74-8,130309-33-0) → C17H23N3O4S

Guidance literature:

N-[(9H-fluoren-9-ylmethoxy)carbonyl]-α-aminoisobutyric acid; With N-ethyl-N,N-diisopropylamine; In dichloromethane; N,N-dimethyl-formamide; at 20 ℃; for 1h;

With piperidine; In N,N-dimethyl-formamide;

N-Fmoc-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid; Fmoc-Cys(pg)-OH; Further stages;

DOI:10.1002/bip.22844

Reference yield:

C11H15N2O3PolS + N-(9-fluorenylmethoxycarbonyl)-N-methyl-L-alanine (84000-07-7) + (S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3,3-dimethylbutanoic acid (132684-60-7) + N-Fmoc-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid (171859-74-8,130309-33-0) → C31H42N5O6PolS

Guidance literature:

C₁₁H₁₅N₂O₃PolS; N-Fmoc-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid; With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In chloroform; at -20 ℃; for 8h; 4-sulfamylbutyryl AM resin Automated synthesizer; Microwave irradiation;

With piperidine; In N,N-dimethyl-formamide; 4-sulfamylbutyryl AM resin Automated synthesizer; Microwave irradiation;

N-(9-fluorenylmethoxycarbonyl)-N-methyl-L-alanine; (S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3,3-dimethylbutanoic acid; Further stages;

DOI:10.1016/j.bmc.2013.06.055

upstream raw materials:

o-Xylylene dichloride

(fluorenylmethoxy)carbonyl chloride