Fmoc-D-Tic-OH

Base Information

• Chemical Name: Fmoc-D-Tic-OH
• CAS No.: 130309-33-0
• Molecular Formula: C₂₅H₂₁NO₄
• Molecular Weight: 399.446
• Hs Code.: 29334900
• European Community (EC) Number: 811-735-9
• Mol file: 130309-33-0.mol

Synonyms:Fmoc-D-Tic-OH;130309-33-0;(R)-(-)-2-(9-Fluorenylmethoxycarbonyl)-1,2,3,4-Tetrahydro-3-Isoquinolinecarboxylic Acid;(R)-2-(((9H-Fluoren-9-yl)methoxy)carbonyl)-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid;(3R)-2-(9H-fluoren-9-ylmethoxycarbonyl)-3,4-dihydro-1H-isoquinoline-3-carboxylic acid;Fmoc-D-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid;n-fmoc-d-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid;MFCD00144345;2,3(1H)-Isoquinolinedicarboxylic acid, 3,4-dihydro-, 2-(9H-fluoren-9-ylmethyl) ester, (3R)-;SCHEMBL13252698;AKOS012711544;AC-9999;AM83754;CS-W013869;DS-13788;Fmoc-D-Tic-OH, >=98.0% (TLC);EN300-81128;I10314;J-005783;Z1136512105;(3R)-2-{[(9H-fluoren-9-yl)methoxy]carbonyl}-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid

Chemical Property of Fmoc-D-Tic-OH

Chemical Property:

• Appearance/Colour: white crystalline powder
• Vapor Pressure: 9.86E-17mmHg at 25°C
• Melting Point: 160-164 °C
• Refractive Index: 1.6000 (estimate)
• Boiling Point: 629.9 °C at 760 mmHg
• PKA: 3.82±0.20(Predicted)
• Flash Point: 334.7 °C
• PSA: 66.84000
• Density: 1.324 g/cm³
• LogP: 4.38490
• Storage Temp.: 2-8°C
• 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:

97% ^*data from raw suppliers

Fmoc-D-Tic-OH ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1C(N(CC2=CC=CC=C21)C(=O)OCC3C4=CC=CC=C4C5=CC=CC=C35)C(=O)O
• Isomeric SMILES: C1[C@@H](N(CC2=CC=CC=C21)C(=O)OCC3C4=CC=CC=C4C5=CC=CC=C35)C(=O)O
• Uses: Fmoc-D-Tic-OH, is an amino acid derivative used in peptide chemistry.

Technology Process of Fmoc-D-Tic-OH

There total 1 articles about Fmoc-D-Tic-OH 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: 68.0%

3-isobutyl-3-phenyl-4,5,6,7-tetrahydrofuro[3,4-c]pyridin-1(3H)-one (1443251-62-4) + (S)-2-(((9H-fluoren-9-yl)methoxy)carbonyl)-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid (136030-33-6,130309-33-0) → 3-isobutyl-3-phenyl-5-((S)-1,2,3,4-tetrahydroisoquinoline-3-carbonyl)-4,5,6,7-tetrahydrofuro[3,4-c]pyridin-1(3H)-one

Guidance literature:

3-isobutyl-3-phenyl-4,5,6,7-tetrahydrofuro[3,4-c]pyridin-1(3H)-one; (S)-2-(((9H-fluoren-9-yl)methoxy)carbonyl)-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid; With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; at 20 ℃; for 16h;

With piperidine; In N,N-dimethyl-formamide; at 20 ℃; for 1h;

Reference yield: 45.0%

Phe-Wang resin + C21H33NO5 (1497151-88-8) + N-Fmoc L-Phe (35661-40-6) + (S)-2-(((9H-fluoren-9-yl)methoxy)carbonyl)-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid (136030-33-6,130309-33-0) + trifluoroacetic acid (76-05-1) → H-Tyr(O-heptyl)-Tic-Phe-Phe-OH*TFA

Guidance literature:

Phe-Wang resin; N-Fmoc L-Phe; With 4-methyl-morpholine; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; In N,N-dimethyl-formamide; for 3h; Wang resin

With 4-methylpiperidin; In N,N-dimethyl-formamide; Wang resin

C₂₁H₃₃NO₅; (S)-2-(((9H-fluoren-9-yl)methoxy)carbonyl)-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid; trifluoroacetic acid; Further stages;

DOI:10.1021/co500020a

upstream raw materials:

o-Xylylene dichloride

(fluorenylmethoxy)carbonyl chloride

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