(R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(4-(tert-butoxy)phenyl)propanoic acid

Base Information

• Chemical Name: (R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(4-(tert-butoxy)phenyl)propanoic acid
• CAS No.: 118488-18-9
• Molecular Formula: C₂₈H₂₉NO₅
• Molecular Weight: 459.542
• Hs Code.: 29224999
• European Community (EC) Number: 813-028-0
• NSC Number: 334301
• DSSTox Substance ID: DTXSID60868062
• Mol file: 118488-18-9.mol

Synonyms:(R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(4-(tert-butoxy)phenyl)propanoic acid;2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-[4-[(2-methylpropan-2-yl)oxy]phenyl]propanoic acid;Fmoc-Tyr(But)-OH;205812-06-2;Fmoc-O-(tert-butyl)-L-tyrosine;Fmoc-O-tert.butyl-L-tyrosine;MFCD00065684;NSC334301;SCHEMBL1063199;DTXSID60868062;3-(4-tert-Butoxy-phenyl)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-propionic acid;JAUKCFULLJFBFN-UHFFFAOYSA-N;EINECS 276-262-7;AKOS024319617;NSC 334301;NSC-334301;SY029769;SY030521;FT-0629901;FT-0642895;EN300-295831;A803946;O-tert-Butyl-N-{[(9H-fluoren-9-yl)methoxy]carbonyl}tyrosine;4-tert-butoxy-N-[(9H-fluoren-9-ylmethoxy)carbonyl]phenylalanine;L-Tyrosine,1-dimethyethyl)-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-;O-(tert-Butyl)-N-((9H-fluoren-9-ylmethoxy)carbonyl)-L-tyrosine;2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(4-(tert-butoxy)phenyl)propanoic acid;3-[4-(tert-butoxy)phenyl]-2-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)propanoic acid

Chemical Property of (R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(4-(tert-butoxy)phenyl)propanoic acid

Chemical Property:

• Appearance/Colour: White Powder with lumps
• Vapor Pressure: 3.2E-18mmHg at 25°C
• Melting Point: 145-155oC
• Refractive Index: 1.599
• Boiling Point: 658.2 °C at 760 mmHg
• PKA: 2.97±0.10(Predicted)
• Flash Point: 351.9 °C
• PSA: 84.86000
• Density: 1.218 g/cm³
• LogP: 5.78920
• Storage Temp.: 2-8°C
• Water Solubility.: Soluble in 1 mmole in 2 ml dimethylformamide (Clearly soluble). Slightly soluble in water.
• XLogP3: 5.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 9
• Exact Mass: 459.20457303
• Heavy Atom Count: 34
• Complexity: 673

Purity/Quality:

99% ^*data from raw suppliers

O-(1,1-Dimethylethyl)-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-D-tyrosine ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC1=CC=C(C=C1)CC(C(=O)O)NC(=O)OCC2C3=CC=CC=C3C4=CC=CC=C24
• Uses: N-Fmoc-O-tert-butyl-D-tyrosine is potentially useful for proteomics studies and solid phase peptide synthesis techniques.

Technology Process of (R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(4-(tert-butoxy)phenyl)propanoic acid

There total 19 articles about (R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(4-(tert-butoxy)phenyl)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: 91.0%

Fmoc-Tyr(t-Bu)-1,1-dimethylallyl ester (851713-94-5) → Fmoc-Tyr(tBu)-OH (71989-38-3,118488-18-9,204384-67-8)

Guidance literature:

With 4-methyl-morpholine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; at 25 ℃;

DOI:10.1021/ol0476117

Reference yield: 84.3%

N-(9-Fluorenylmethoxycarbonyl)-O-tert-butyl-L-tyrosine Methyl Ester (132409-94-0) → Fmoc-Tyr(tBu)-OH (71989-38-3,118488-18-9,204384-67-8)

Guidance literature:

With lithium iodide; In ethyl acetate; Reagent/catalyst; Reflux;

Reference yield: 78.6%

Fmoc-Tyr(tBu)-OEt → Fmoc-Tyr(tBu)-OH (71989-38-3,118488-18-9,204384-67-8)

Guidance literature:

With aluminum (III) chloride; In ethyl acetate; Reflux;

upstream raw materials:

N-(9-Fluorenylmethoxycarbonyl)-O-tert-butyl-L-tyrosine Methyl Ester

Fmoc-Tyr(bu^t)-O-Pha

Fmoc-Tyr(t-Bu)-1,1-dimethylallyl ester

N-Fmoc-Tyr-OH

Downstream raw materials:

Fmoc-Tyr(t-Bu)-Gln-Gly-Lys(Z)-OH

Ac-Tyr(t-Bu)-Gly-Gly-OMe

Ac-Tyr(t-Bu)-Gly-Gly-OH

Ac-Tyr(t-Bu)-Gly-Gly-NHMe

Refernces

• 1、 -. "Method for preparing Fmoc-Tyr (tBu)-OH". Paragraph 0052; 0056; 0062; 0066-0067; 0071-0072; 0076-0077. . Retrieved 2020/12/30.
• 2、 -. "A N-(9-fluorenylmethyloxycarbonyl)-O-tert-butyl-L-tyrosine method for the preparation of". . . Retrieved 2017/04/11.