Boc-Tyr(2-Br-Z)-OH

Base Information

• Chemical Name: Boc-Tyr(2-Br-Z)-OH
• CAS No.: 47689-67-8
• Deprecated CAS: 205442-81-5,54784-65-5
• Molecular Formula: C22H24BrNO7
• Molecular Weight: 494.339
• Hs Code.: 2924 29 70
• European Community (EC) Number: 692-763-7
• DSSTox Substance ID: DTXSID10885901
• Nikkaji Number: J422.506F
• Wikidata: Q72448726
• Mol file: 47689-67-8.mol

Synonyms:Boc-Tyr(2-Br-Z)-OH;47689-67-8;Boc-L-Tyr(2-Br-Z)-OH;Boc-O-(2-bromo-Cbz)-L-Tyrosine;L-Tyrosine, O-[[(2-bromophenyl)methoxy]carbonyl]-N-[(1,1-dimethylethoxy)carbonyl]-;(2S)-3-[4-[(2-bromophenyl)methoxycarbonyloxy]phenyl]-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoic acid;(S)-3-(4-((((2-Bromobenzyl)oxy)carbonyl)oxy)phenyl)-2-((tert-butoxycarbonyl)amino)propanoic acid;Boc-Tyr(2-bromo-Z)-OH;BOC-(2-BROMO-Z)-L-TYROSINE;BOC-TYR(BR-Z)-OH;N-tert-Butoxycarbonyl-L-tyrosine 2-bromobenzylcarbonate (ester);MFCD00037098;boc-tyr(2-brz)-oh;SCHEMBL7057456;DTXSID10885901;AKOS015924174;AC-8637;CS-W009620;HY-W008904;(S)-3-(4-((2-BROMOBENZYLOXY)CARBONYLOXY)PHENYL)-2-(TERT-BUTOXYCARBONYLAMINO)PROPANOIC ACID;AS-56972;D84216;M03333;A827303;Boc-Tyr(2-Br-Z)-OH, >=99.0% (sum of enantiomers, TLC);3-[4-[(2-bromophenyl)methoxycarbonyloxy]phenyl]-2-(tert-butoxycarbonylamino)propanoic acid;(2S)-3-[4-({[(2-bromophenyl)methoxy]carbonyl}oxy)phenyl]-2-{[(tert-butoxy)carbonyl]amino}propanoic acid;N-alpha-t-Butyloxycarbonyl-O-(2-bromobenZyloxycarbonyl)-L-tyrosine (Boc-L-Tyr(CbZ(2-Br))-OH)

Chemical Property of Boc-Tyr(2-Br-Z)-OH

Chemical Property:

• Vapor Pressure: 5.41E-17mmHg at 25°C
• Melting Point: 112-115 °C
• Refractive Index: 1.576
• Boiling Point: 634.9 °C at 760 mmHg
• Flash Point: 337.8 °C
• PSA: 111.16000
• Density: 1.414 g/cm³
• LogP: 5.07600
• Storage Temp.: 2-8°C
• XLogP3: 4.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 11
• Exact Mass: 493.07361
• Heavy Atom Count: 31
• Complexity: 614

Purity/Quality:

98%,99%, ^*data from raw suppliers

Boc-O-2-bromo-Z-L-tyrosine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NC(CC1=CC=C(C=C1)OC(=O)OCC2=CC=CC=C2Br)C(=O)O
• Isomeric SMILES: CC(C)(C)OC(=O)N[C@@H](CC1=CC=C(C=C1)OC(=O)OCC2=CC=CC=C2Br)C(=O)O
• Uses: Boc-O-(2-bromo-Z)-L-Tyrosine, 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 Boc-Tyr(2-Br-Z)-OH

There total 1 articles about Boc-Tyr(2-Br-Z)-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:

→ (S)-3-[4-(2-Bromo-benzyloxycarbonyloxy)-phenyl]-2-tert-butoxycarbonylamino-propionic acid (47689-67-8)

Guidance literature:

Reference yield: 100.0%

4-aminobenzenemethanol (623-04-1) + (S)-3-[4-(2-Bromo-benzyloxycarbonyloxy)-phenyl]-2-tert-butoxycarbonylamino-propionic acid (47689-67-8) → carbonic acid 2-bromo-benzyl ester 4-[2-tert-butoxycarbonylamino-2-(4-hydroxymethyl-phenylcarbamoyl)-ethyl]-phenyl ester

Guidance literature:

With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In tetrahydrofuran; at 20 ℃; for 20h;

DOI:10.1016/S0960-894X(00)00386-3

Reference yield: 92.0%

(S)-3-[4-(2-Bromo-benzyloxycarbonyloxy)-phenyl]-2-tert-butoxycarbonylamino-propionic acid (47689-67-8) → Boc-Tyr-OH (3978-80-1)

Guidance literature:

With ammonium formate; palladium on activated charcoal; In methanol; at 20 ℃; for 0.166667h;

Downstream raw materials:

Tyr-Ala-Gly-Ala-Val-Val

BocTyr(2-BrZ)GlyGlyPheLeuOH

BocTyr(2-BrZ)GlyGlyPheMetOH

(R)-2-[(S)-2-(2-{2-[(S)-2-Amino-3-(4-hydroxy-phenyl)-propionylamino]-acetylamino}-acetylamino)-3-phenyl-propionylamino]-3-(3-nitro-pyridin-2-yldisulfanyl)-propionic acid

Refernces

• 1、 -. "Synthetic pentapeptide having opiate agonist activity". . . Retrieved 2008/06/13.