(Fmoc-Tyr(PO3(2-(methyldiphenylsilyl)ethyl)2)-OH)

Base Information

• Chemical Name: (Fmoc-Tyr(PO3(2-(methyldiphenylsilyl)ethyl)2)-OH)
• CAS No.: 158817-11-9
• Molecular Formula: C₅₄H₅₄NO₈PSi₂
• Molecular Weight: 932.169
• DSSTox Substance ID: DTXSID30435200
• Nikkaji Number: J636.749F
• Wikidata: Q72479088
• Mol file: 158817-11-9.mol

Synonyms:158817-11-9;(Fmoc-Tyr(PO3(2-(methyldiphenylsilyl)ethyl)2)-OH);Fmoc-Tyr(PO3(MDPSE)2)-OH;(2S)-3-[4-[bis[2-[methyl(diphenyl)silyl]ethoxy]phosphoryloxy]phenyl]-2-(9H-fluoren-9-ylmethoxycarbonylamino)propanoic acid;L-Tyrosine, O-[bis[2-(methyldiphenylsilyl)ethoxy]phosphinyl]-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-;Fmc-Tyr(Po(Mdpse))-OH;DTXSID30435200;ULCVFQDEKLBKAQ-MPLRIKRWSA-N;MFCD00798641;J-009533;L-Tyrosine,O-[bis[2-(methyldiphenylsilyl)ethoxy]phosphinyl]-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-;N-(9H-Fluoren-9-ylmethoxycarbonyl)-O-[bis[2-(methyldiphenylsilyl)ethoxy]phosphinyl]-L-tyrosine

Chemical Property of (Fmoc-Tyr(PO3(2-(methyldiphenylsilyl)ethyl)2)-OH)

Chemical Property:

• PSA: 130.20000
• Density: 1.26
• LogP: 9.91800
• Storage Temp.: -15°C
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 21
• Exact Mass: 931.31255775
• Heavy Atom Count: 66
• Complexity: 1440

Purity/Quality:

99% ^*data from raw suppliers

FMOC-TYR(PO3(2-(METHYL-DIPHENYL-SILYL)-ETHYL)2)-OH 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C[Si](CCOP(=O)(OCC[Si](C)(C1=CC=CC=C1)C2=CC=CC=C2)OC3=CC=C(C=C3)CC(C(=O)O)NC(=O)OCC4C5=CC=CC=C5C6=CC=CC=C46)(C7=CC=CC=C7)C8=CC=CC=C8
• Isomeric SMILES: C[Si](CCOP(=O)(OCC[Si](C)(C1=CC=CC=C1)C2=CC=CC=C2)OC3=CC=C(C=C3)C[C@@H](C(=O)O)NC(=O)OCC4C5=CC=CC=C5C6=CC=CC=C46)(C7=CC=CC=C7)C8=CC=CC=C8

Technology Process of (Fmoc-Tyr(PO3(2-(methyldiphenylsilyl)ethyl)2)-OH)

There total 9 articles about (Fmoc-Tyr(PO3(2-(methyldiphenylsilyl)ethyl)2)-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:

chloromethyldiphenylsilane (144-79-6) → Nα-(9-fluorenylmethyloxycarbonyl)-O-phosphono>tyrosine (158817-11-9)

Guidance literature:

Multi-step reaction with 5 steps

1: 1.) LDA / 1.) THF, -78 deg C, 1 h, 2.) r.t., overnight

2: LiAlH₄ / diethyl ether / 1.) r.t., 1 h, 2.) reflux, 2 h

3: 90 percent / Et₃N / diethyl ether / Ambient temperature

4: tertrazole / tetrahydrofuran / 2 h / Ambient temperature

5: 1.) tert-BuOOH, 2.) 5percent aq. KHSO₄ / 1.) THF, 0 deg C, 3 h, 2.) EtOAc

With 1H-tetrazole; tert.-butylhydroperoxide; potassium hydrogensulfate; lithium aluminium tetrahydride; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; diethyl ether;

DOI:10.1021/jo00101a029

Reference yield:

N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide (82911-69-1) → Nα-(9-fluorenylmethyloxycarbonyl)-O-phosphono>tyrosine (158817-11-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 73.4 percent / 10percent aq. NaHCO₃ / acetone / 20 h / Ambient temperature

2: NMM / tetrahydrofuran / 0.25 h / Ambient temperature

3: tertrazole / tetrahydrofuran / 2 h / Ambient temperature

4: 1.) tert-BuOOH, 2.) 5percent aq. KHSO₄ / 1.) THF, 0 deg C, 3 h, 2.) EtOAc

With 4-methyl-morpholine; 1H-tetrazole; tert.-butylhydroperoxide; potassium hydrogensulfate; sodium hydrogencarbonate; In tetrahydrofuran; acetone;

DOI:10.1021/jo00101a029

Reference yield:

N-Fmoc-Tyr-OH (112883-29-1,92954-90-0) → Nα-(9-fluorenylmethyloxycarbonyl)-O-phosphono>tyrosine (158817-11-9)

Guidance literature:

Multi-step reaction with 3 steps

1: NMM / tetrahydrofuran / 0.25 h / Ambient temperature

2: tertrazole / tetrahydrofuran / 2 h / Ambient temperature

3: 1.) tert-BuOOH, 2.) 5percent aq. KHSO₄ / 1.) THF, 0 deg C, 3 h, 2.) EtOAc

With 4-methyl-morpholine; 1H-tetrazole; tert.-butylhydroperoxide; potassium hydrogensulfate; In tetrahydrofuran;

DOI:10.1021/jo00101a029

upstream raw materials:

chloromethyldiphenylsilane

N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide

N-Fmoc-Tyr-OH

L-tyrosine

Refernces