Fmoc-o-t-butyl-l-beta-homotyrosine

Base Information

• Chemical Name: Fmoc-o-t-butyl-l-beta-homotyrosine
• CAS No.: 219967-69-8
• Molecular Formula: C29H31NO5
• Molecular Weight: 473.569
• DSSTox Substance ID: DTXSID60944597
• Nikkaji Number: J1.490.043H
• Wikidata: Q72510557
• Mol file: 219967-69-8.mol

Synonyms:219967-69-8;fmoc-o-t-butyl-l-beta-homotyrosine;Fmoc-L-beta-homotyrosine(OtBu);Fmoc-|A-HomoTyr(tBu)-OH;(3S)-3-(9H-fluoren-9-ylmethoxycarbonylamino)-4-[4-[(2-methylpropan-2-yl)oxy]phenyl]butanoic acid;(3S)-4-[4-(tert-butoxy)phenyl]-3-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}butanoic acid;Fmoc-O-tert-butyl-L-beta-homotyrosine;(S)-3-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-4-(4-(tert-butoxy)phenyl)butanoic acid;fmoc-b-homo-tyr(tbu)-oh;MFCD01862862;Fmoc--HomoTyr(tBu)-OH;fmoc-b-homo-d-tyr(tbu)-oh;Fmoc-L-beta-HTyr(tBu)-OH;Fmoc-beta-Homo-Tyr(tBu)-OH;SCHEMBL119255;Fmoc-Tyr(tBu)-(C#CH2)OH;DTXSID60944597;AKOS015901032;AC-25444;AS-47151;Fmoc-beta-Homotyr(tBu)-OH, >=98.0%;CS-0132402;F12330;A815814;(s)-3-(fmoc-amino)-4-(4-(tert-butoxy)phenyl)butanoic acid;(betaS)-4-(tert-Butoxy)-beta-[[(9H-fluoren-9-ylmethoxy)carbonyl]amino]benzenebutanoic acid;(S)-3-[(9H-Fluorene-9-ylmethoxycarbonyl)amino]-4-(4-tert-butoxyphenyl)butyric acid;4-(4-tert-Butoxyphenyl)-3-({[(9H-fluoren-9-yl)methoxy](hydroxy)methylidene}amino)butanoic acid

Chemical Property of Fmoc-o-t-butyl-l-beta-homotyrosine

Chemical Property:

• Vapor Pressure: 6.12E-19mmHg at 25°C
• Melting Point: 105-110℃
• Refractive Index: 1.594
• Boiling Point: 671.4 °C at 760 mmHg
• PKA: 4.40±0.10(Predicted)
• Flash Point: 359.8 °C
• PSA: 84.86000
• Density: 1.203g/cm³
• LogP: 6.17930
• Storage Temp.: 2-8°C
• XLogP3: 5.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 10
• Exact Mass: 473.22022309
• Heavy Atom Count: 35
• Complexity: 688

Purity/Quality:

97% ^*data from raw suppliers

Fmoc-O-tert-butyl-L-beta-homotyrosine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC1=CC=C(C=C1)CC(CC(=O)O)NC(=O)OCC2C3=CC=CC=C3C4=CC=CC=C24
• Isomeric SMILES: CC(C)(C)OC1=CC=C(C=C1)C[C@@H](CC(=O)O)NC(=O)OCC2C3=CC=CC=C3C4=CC=CC=C24

Technology Process of Fmoc-o-t-butyl-l-beta-homotyrosine

There total 2 articles about Fmoc-o-t-butyl-l-beta-homotyrosine 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: 74.0%

(S)-4-<(4-tert-butoxy)phenyl>-1-diazo-3-(<<(9H-fluoren-9-yl)methoxy>carbonyl>amino)butan-2-one (219967-66-5) → (S)-3-(<<(9H-fluoren-9-yl)methoxy>carbonyl>amino)-4-<4-(tert-butoxy)phenyl>butanoic acid (219967-69-8)

Guidance literature:

With 4-methyl-morpholine; water; silver trifluoroacetate; In tetrahydrofuran; for 4h; 0 deg C to RT;

DOI:10.1002/(SICI)1522-2675(19981216)81:12<2141::AID-HLCA2141>3.0.CO;2-5

Reference yield:

Fmoc-Tyr(tBu)-OH (71989-38-3,118488-18-9,204384-67-8) → (S)-3-(<<(9H-fluoren-9-yl)methoxy>carbonyl>amino)-4-<4-(tert-butoxy)phenyl>butanoic acid (219967-69-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) i-BuOCOCl, N-methylmorpholine / 1.) THF, -20 deg C, 20 min; 2.) THF, Et₂O, -5 deg C to RT, 4 h

2: 74 percent / H₂O, CF₃COOAg, N-methylmorpholine / tetrahydrofuran / 4 h / 0 deg C to RT

With 4-methyl-morpholine; water; silver trifluoroacetate; isobutyl chloroformate; In tetrahydrofuran;

DOI:10.1002/(SICI)1522-2675(19981216)81:12<2141::AID-HLCA2141>3.0.CO;2-5

Reference yield: 56.0%

Fmoc-(S)-β3-HLys(Boc)-OH (203854-47-1) + (S)-3-(<<(9H-fluoren-9-yl)methoxy>carbonyl>amino)-4-<4-(tert-butoxy)phenyl>butanoic acid (219967-69-8) + trans-(R,R)-2-aminocyclohexane carboxylic acid (389057-34-5) → C94H158N18O14

Guidance literature:

Multistep reaction;

DOI:10.1021/ja062412z

upstream raw materials:

(S)-4-<(4-tert-butoxy)phenyl>-1-diazo-3-(<<(9H-fluoren-9-yl)methoxy>carbonyl>amino)butan-2-one

Fmoc-Tyr(tBu)-OH

Downstream raw materials:

[1-azidocarbonylmethyl-2-(4-tert-butoxy-phenyl)-ethyl]-carbamic acid 9H-fluoren-9-ylmethyl ester