(2S)-2-amino-3-[4-(4-methylphenyl)sulfonyloxyphenyl]propanoic acid

Base Information

• Chemical Name: (2S)-2-amino-3-[4-(4-methylphenyl)sulfonyloxyphenyl]propanoic acid
• CAS No.: 13504-89-7
• Molecular Formula: C₁₆H₁₇NO₅S
• Molecular Weight: 335.381
• Hs Code.: 2922509090
• DSSTox Substance ID: DTXSID501278625
• Mol file: 13504-89-7.mol

Synonyms:13504-89-7;(2S)-2-amino-3-[4-(4-methylphenyl)sulfonyloxyphenyl]propanoic acid;O-tosyl tyrosine;SCHEMBL5172668;DTXSID501278625;O-[(4-Methylphenyl)sulfonyl]-L-tyrosine;L-Tyrosine,O-[(4-methylphenyl)sulfonyl]-;L-Tyrosine, O-[(4-methylphenyl)sulfonyl]-

Chemical Property of (2S)-2-amino-3-[4-(4-methylphenyl)sulfonyloxyphenyl]propanoic acid

Chemical Property:

• PSA: 115.07000
• LogP: 3.49820
• XLogP3: 0.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 6
• Exact Mass: 335.08274382
• Heavy Atom Count: 23
• Complexity: 485

Purity/Quality:

98%min ^*data from raw suppliers

H-TYR(TOS)-OH ACETATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)S(=O)(=O)OC2=CC=C(C=C2)CC(C(=O)O)N
• Isomeric SMILES: CC1=CC=C(C=C1)S(=O)(=O)OC2=CC=C(C=C2)C[C@@H](C(=O)O)N

Technology Process of (2S)-2-amino-3-[4-(4-methylphenyl)sulfonyloxyphenyl]propanoic acid

There total 6 articles about (2S)-2-amino-3-[4-(4-methylphenyl)sulfonyloxyphenyl]propanoic 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: 54.0%

L-tyrosine (60-18-4,18875-48-4,25619-78-7,30704-25-7) + p-toluenesulfonyl chloride (98-59-9) → (S)-(O)-Ts-Tyr-OH (13504-89-7)

Guidance literature:

With hydroxide; copper(II) sulfate; In diethyl ether;

DOI:10.1016/S0040-4039(00)84699-7

Reference yield:

N-acetyl-O-(toluene-4-sulfonyl)-L-tyrosine methyl ester → (S)-(O)-Ts-Tyr-OH (13504-89-7)

Guidance literature:

With hydrogenchloride; acetic acid;

DOI:10.1021/ja01123a513

Reference yield:

p-toluenesulfonyl chloride (98-59-9) → (S)-(O)-Ts-Tyr-OH (13504-89-7)

Guidance literature:

With sodium hydroxide; diethyl ether;

upstream raw materials:

L-tyrosine

p-toluenesulfonyl chloride

L-Tyr-OMe

N-acetyl-L-tyrosine methyl ester

Downstream raw materials:

N-benzyloxycarbonyl-O-tosyl-(S)tyrosine

(S)-2-((4-methylphenyl)sulfonamido)-3-(4-(tosyloxy)phenyl)propanoic acid

(S,E)-2-(N-(3-ethoxy-3-oxoprop-1-enyl)-4-methylphenylsulfonamido)-3-(4-(tosyloxy)phenyl)propanoic acid

(1S,3R,5S,6S)-ethyl 4-oxo-2-tosyl-3-(4-(tosyloxy)benzyl)-2-azabicyclo[3.1.0]hexane-6-carboxylate