(R)-1,2,3,4-Tetrahydro-3-isoquinolinecarboxylic acid

Base Information

• Chemical Name: (R)-1,2,3,4-Tetrahydro-3-isoquinolinecarboxylic acid
• CAS No.: 103733-65-9
• Molecular Formula: C10H11NO2
• Molecular Weight: 177.203
• Hs Code.: 29334900
• European Community (EC) Number: 620-958-9
• UNII: 30WOC9CAC6
• DSSTox Substance ID: DTXSID101347521
• Nikkaji Number: J305.051C
• Mol file: 103733-65-9.mol

Synonyms:103733-65-9;(R)-1,2,3,4-Tetrahydro-3-isoquinolinecarboxylic acid;H-D-TIC-OH;D-1,2,3,4-Tetrahydroisoquinoline-3-carboxylic acid;(R)-1,2,3,4-Tetrahydroisoquinoline-3-carboxylic acid;(3R)-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid;3-Isoquinolinecarboxylic acid, 1,2,3,4-tetrahydro-, (3R)-;(3R)-1,2,3,4-Tetrahydro-isoquinoline-3-carboxylic acid;30WOC9CAC6;(3R)-1,2,3,4-tetrahydro-3-isoquinolinecarboxylic acid;D-1,2,3,4-tetrahydroisoquinoline-3-carboxylic;1,2,3,4-Tetrahydroisoquinoline-3-carboxylic acid, (+)-;1,2,3,4-Tetrahydroisoquinoline-3-carboxylic acid, (R)-;MFCD00144038;D-Tic-OH;H-(D)-Tic-OH;UNII-30WOC9CAC6;SCHEMBL288260;1,2,3,4-D-tetrahydroisoquinoline-3-carboxylic acid;BWKMGYQJPOAASG-SECBINFHSA-N;CHEBI:193585;DTXSID101347521;AKOS010367109;AC-5890;NCGC00390789-01;NCGC00390789-02;AS-43020;HY-13987;EN300-34053;A800792;J-001029;r-1,2,3,4-tetrahydro-3-isoquinolinecarboxylic acid;(3R)-1,2,3,4-tetrahydro-3-isoquinolinecarboxlic acid;1,2,3,4-tetrahydroisoquinoline-3-(R)-carboxylic acid;Z359370254;(R)-1,2,3,4-Tetrahydro-3-isoquinolinecarboxylic acid, >=98.0% (T)

Chemical Property of (R)-1,2,3,4-Tetrahydro-3-isoquinolinecarboxylic acid

Chemical Property:

• Vapor Pressure: 3.41E-06mmHg at 25°C
• Melting Point: 320-323 °C (decomp)
• Refractive Index: 1.576
• Boiling Point: 372 ºC at 760 mmHg
• PKA: 2.21±0.20(Predicted)
• Flash Point: 178.8 ºC
• PSA: 49.33000
• Density: 1.225 g/cm³
• LogP: 1.11430
• Storage Temp.: 2-8°C
• Solubility.: Aqueous Acid (Slightly), Aqueous Base (Sparingly, Sonicated)
• XLogP3: -1.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 177.078978594
• Heavy Atom Count: 13
• Complexity: 205

Purity/Quality:

99.9% ^*data from raw suppliers

(R)-(+)-1,2,3,4-Tetrahydroisoquinoline-3-carboxylic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(NCC2=CC=CC=C21)C(=O)O
• Isomeric SMILES: C1[C@@H](NCC2=CC=CC=C21)C(=O)O
• Uses: (R)-1,2,3,4-Tetrahydroisoquinoline-3-carboxylic Acid, is an amino acid building block used in peptide synthesis. With a growing peptide drug market the fast, reliable synthesis of peptides is of great importance.

Technology Process of (R)-1,2,3,4-Tetrahydro-3-isoquinolinecarboxylic acid

There total 14 articles about (R)-1,2,3,4-Tetrahydro-3-isoquinolinecarboxylic 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: 90.0%

benzyl (3R)-methyl-1,2,3,4-tetrahydroisoquinoline-3-carboxylate (146503-35-7) → (3R)-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid (103733-65-9)

Guidance literature:

With sodium hydroxide; In water; for 15h; Ambient temperature;

DOI:10.1055/s-1992-26325

Reference yield: 90.0%

(-)-menthyl (R)-1,2,3,4-tetrahydroisoquinoline-3-carboxylate (143767-57-1) → (3R)-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid (103733-65-9)

Guidance literature:

With sodium hydroxide; In methanol; for 6h; Ambient temperature;

DOI:10.1055/s-1992-26325

Reference yield: 82.0%

N-(diphenylmethylene)glycine tert-butyl ester (81477-94-3) + α,α'-dibromo-o-xylene (91-13-4) → (R)-1,2,3,4-tetrahydro-3-isoquinolinecarboxylic acid, 1,1-dimethylethyl ester (103733-65-9,189094-06-2,82716-91-4)

Guidance literature:

N-(diphenylmethylene)glycine tert-butyl ester; α,α'-dibromo-o-xylene; With (S,S)-3,4,5-F₃-Ph-NAS-Br; In potassium hydroxide; toluene; at 0 ℃; for 6h;

With hydrogenchloride; In tetrahydrofuran;

With sodium hydrogencarbonate;

DOI:10.1055/s-2001-16747

upstream raw materials:

formaldehyd

D-(R)-phenylalanine

L-Tic-OH

benzyl (3R)-methyl-1,2,3,4-tetrahydroisoquinoline-3-carboxylate

Downstream raw materials:

N-benzoyl-D-3-carboxy-1,2,3,4-tetrahydroisoquinoline

(S)-2-(3-Acetylsulfanyl-2-methyl-propionyl)-1,2,3,4-tetrahydro-isoquinoline-3-carboxylic acid

N-(3'-Acetylthio-2'-methylpropanoyl)-L-(1,2,3,4-tetrahydroisoquinoline)-3-carboxylic acid

(R)-1,2,3,4-tetrahydro-3-isoquinolinecarboxylic acid, 1,1-dimethylethyl ester

Refernces

• 1、 Shiraiwa, Tadashi,Furukawa, Tsuyoshi,Tsuchida, Tamotsu,Sakata, Shinji,Sunami, Michio,Kurokawa, Hidemoto. "Asymmetric Transformation of (RS)-1,2,3,4-Tetrahydro-3-isoquinolinecarboxylic Acid via Salt Formation with (1S)-10-Camphorsulfonic Acid". . p. 3729 - 3731. Retrieved 1991.
• 2、 Fang, Xingang,Yin, Yan,Chen, Yen Ting,Yao, Lei,Wang, Bo,Cameron, Michael D.,Lin, Li,Khan, Susan,Ruiz, Claudia,Schr?ter, Thomas,Grant, Wayne,Weiser, Amiee,Pocas, Jennifer,Pachori, Alok,Schürer, Stephans,Lograsso, Philip,Feng, Yangbo. "Tetrahydroisoquinoline derivatives as highly selective and potent rho kinase inhibitors". experimental part. p. 5727 - 5737. Retrieved 2010/11/04.
• 3、 -. "Sulfonamide derivative as a matrix metalloproteinase inhibitor". . . Retrieved 2008/06/13.