n,o-Bis[(benzyloxy)carbonyl]tyrosine

Base Information

• Chemical Name: n,o-Bis[(benzyloxy)carbonyl]tyrosine
• CAS No.: 29713-96-0
• Molecular Formula: C25H23 N O7
• Molecular Weight: 449.46
• NSC Number: 333725,97954
• DSSTox Substance ID: DTXSID40294764
• ChEMBL ID: CHEMBL3325888
• Mol file: 29713-96-0.mol

Synonyms:CHEMBL3325888;n,o-bis[(benzyloxy)carbonyl]tyrosine;29713-96-0;57228-56-5;NSC97954;N,O-BIS(BENZYLOXYCARBONYL)-L-TYROSINE;CBMicro_012863;Oprea1_308568;SCHEMBL9636970;DTXSID40294764;SMSF0010709;BDBM50054913;NSC-97954;NSC333725;AKOS000287891;AKOS024431630;CB01575;NSC-333725;N,O-BIS(CARBOBENZYLOXY)DL-TYROSINE;BIM-0012998.P001

Chemical Property of n,o-Bis[(benzyloxy)carbonyl]tyrosine

Chemical Property:

• Vapor Pressure: 8.26E-19mmHg at 25°C
• Boiling Point: 669°C at 760 mmHg
• Flash Point: 358.4°C
• Density: 1.304g/cm³
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 12
• Exact Mass: 449.14745207
• Heavy Atom Count: 33
• Complexity: 620

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COC(=O)NC(CC2=CC=C(C=C2)OC(=O)OCC3=CC=CC=C3)C(=O)O

Technology Process of n,o-Bis[(benzyloxy)carbonyl]tyrosine

There total 3 articles about n,o-Bis[(benzyloxy)carbonyl]tyrosine 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: 91.0%

N-[(phenylmethoxy)carbonyl]-L-tyrosine phenylmethyl carbonate 1,1-dimethylethyl ester → N,O-bis-(benzyloxycarbonyl)-L-tyrosine (29713-96-0)

Guidance literature:

With nitric acid; In dichloromethane; at 0 ℃; for 2h;

DOI:10.1016/S0040-4020(00)00280-5

Reference yield: 85.0%

L-tyrosine (60-18-4,18875-48-4,25619-78-7,30704-25-7) + benzyl chloroformate (501-53-1,94274-21-2) → N,O-bis-(benzyloxycarbonyl)-L-tyrosine (29713-96-0)

Guidance literature:

With sodium hydroxide; at 0 - 20 ℃; pH=9 - 11;

DOI:10.1016/S0040-4020(00)00280-5

Reference yield: 78.0%

→ N,O-bis-(benzyloxycarbonyl)-L-tyrosine (29713-96-0)

Guidance literature:

upstream raw materials:

L-tyrosine

benzyl chloroformate

Downstream raw materials:

1-(N,O-bis-benzyloxycarbonyl-L-tyrosyl)-L-proline-methyl ester

N,O-bis-benzyloxycarbonyl-L-tyrosyl chloride

N-(N,O-bis-benzyloxycarbonyl-L-tyrosyl)-L-tyrosine ethyl ester

N,O-bis-benzyloxycarbonyl-L-tyrosyl=>L-tyrosyl=>L-tyrosine ethyl ester

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