L-Tyrosine-3-13C

Base Information

• Chemical Name: L-Tyrosine-3-13C
• CAS No.: 129077-96-9
• Molecular Formula: C₉H₁₁NO₃
• Molecular Weight: 182.18
• European Community (EC) Number: 693-233-8
• DSSTox Substance ID: DTXSID90480574
• Nikkaji Number: J980.729B
• Wikidata: Q82315444
• Mol file: 129077-96-9.mol

Synonyms:L-Tyrosine-3-13C;129077-96-9;(2S)-2-amino-3-(4-hydroxyphenyl)(313C)propanoic acid;L-TYROSINE-BETA-13C;L-Tyrosine-b-13C;DTXSID90480574;L-Tyrosine-3-13C, 99 atom % 13C, 99% (CP)

Chemical Property of L-Tyrosine-3-13C

Chemical Property:

• Melting Point: >300oC (dec.)(lit.)
• PSA: 83.55000
• LogP: 1.04690
• XLogP3: -2.3
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 182.07724805
• Heavy Atom Count: 13
• Complexity: 176

Purity/Quality:

98%min ^*data from raw suppliers

L-Tyrosine-3-13C ^*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: C1=CC(=CC=C1CC(C(=O)O)N)O
• Isomeric SMILES: C1=CC(=CC=C1[13CH2][C@@H](C(=O)O)N)O

Technology Process of L-Tyrosine-3-13C

There total 8 articles about L-Tyrosine-3-13C 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: 58.0%

L-[3-13C]tyrosine ethyl ester hydrochloride → L-[3-(13)C]tyrosine (129077-96-9,93627-94-2)

Guidance literature:

With hydrogenchloride; for 4h; Heating;

DOI:10.1016/S0040-4020(98)00995-8

Reference yield:

Methylparaben-13C (220077-36-1) → L-[3-(13)C]tyrosine (129077-96-9,93627-94-2)

Guidance literature:

Multi-step reaction with 7 steps

1: 100 percent / NaH / tetrahydrofuran / 0.33 h / 0 °C

2: 94 percent / LiAlH₄ / tetrahydrofuran / 1.5 h / 0 °C

3: 91 percent / LiBr, CH₃SO₂Cl, Et₃N / tetrahydrofuran / 1.5 h / -60 - 0 °C

4: 50 percent / sodium bis(trimethylsily)amide / tetrahydrofuran; 1,2-dimethoxy-ethane / 7 h / -78 °C

5: 100 percent / HCl / 2.5 h / Heating

6: 1.09 g / H₂ / Pd/C / ethanol / 50 h / 4413.05 Torr / Ambient temperature

7: 58 percent / aq. HCl / 4 h / Heating

With hydrogenchloride; lithium aluminium tetrahydride; hydrogen; sodium hexamethyldisilazane; sodium hydride; methanesulfonyl chloride; triethylamine; lithium bromide; palladium on activated charcoal; In tetrahydrofuran; 1,2-dimethoxyethane; ethanol;

DOI:10.1016/S0040-4020(98)00995-8

Reference yield:

4-(methoxymethyloxy)phenyl[13C]methanol (220077-43-0) → L-[3-(13)C]tyrosine (129077-96-9,93627-94-2)

Guidance literature:

Multi-step reaction with 5 steps

1: 91 percent / LiBr, CH₃SO₂Cl, Et₃N / tetrahydrofuran / 1.5 h / -60 - 0 °C

2: 50 percent / sodium bis(trimethylsily)amide / tetrahydrofuran; 1,2-dimethoxy-ethane / 7 h / -78 °C

3: 100 percent / HCl / 2.5 h / Heating

4: 1.09 g / H₂ / Pd/C / ethanol / 50 h / 4413.05 Torr / Ambient temperature

5: 58 percent / aq. HCl / 4 h / Heating

With hydrogenchloride; hydrogen; sodium hexamethyldisilazane; methanesulfonyl chloride; triethylamine; lithium bromide; palladium on activated charcoal; In tetrahydrofuran; 1,2-dimethoxyethane; ethanol;

DOI:10.1016/S0040-4020(98)00995-8

upstream raw materials:

13C^β-alanine

phenol

Methylparaben-¹³C

4-(methoxymethyloxy)phenyl[13C]methanol

Refernces

• 1、 Bjurling, Peter,Watanabe, Yasuyoshi,Oka, Shogo,Nagasawa, Toru,Yamada, Hideaki,Langstroem, Bengt. "Multi-enzymatic Synthesis of β-11C-Labelled L-Tyrosine and L-DOPA". . p. 183 - 188. Retrieved 2007/10/02.