4,4',4''-Tris(benzoyloxy)trityl bromide

Base Information

• Chemical Name: 4,4',4''-Tris(benzoyloxy)trityl bromide
• CAS No.: 86610-66-4
• Molecular Formula: C40H27BrO6
• Molecular Weight: 683.555
• Hs Code.: 2916399090
• European Community (EC) Number: 620-706-8
• DSSTox Substance ID: DTXSID70398062
• Nikkaji Number: J209.015E
• Mol file: 86610-66-4.mol

Synonyms:86610-66-4;4,4',4''-Tris(benzoyloxy)trityl bromide;[4-[bis(4-benzoyloxyphenyl)-bromomethyl]phenyl] benzoate;(Bromomethanetriyl)tris(benzene-4,1-diyl) tribenzoate;SCHEMBL8775664;DTXSID70398062;4,4',4''-Tris(benzoyloxy)trityl Bromide [Hydroxyl Protecting Agent];MFCD00010302;AKOS015902797;Tris(4-benzoyloxyphenyl)methyl bromide;CS-0357306;T1071;T73014;Tris[4-(phenylcarbonyloxy)phenyl]methyl Bromide;(Bromomethanetriyl)tri(4,1-phenylene) tribenzoate;(Bromomethanetriyl)tris(benzene-4,1-diyl)tribenzoate;4,4,4-Tris(benzoyloxy)trityl Bromide [Hydroxyl Protecting Agent]

Chemical Property of 4,4',4''-Tris(benzoyloxy)trityl bromide

Chemical Property:

• Melting Point: 187-189 °C (lit. )
• Boiling Point: 761.8 °C at 760 mmHg
• Flash Point: 414.5 °C
• PSA: 78.90000
• Density: 1.377 g/cm³
• LogP: 9.03100
• XLogP3: 9.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 12
• Exact Mass: 682.09910
• Heavy Atom Count: 47
• Complexity: 877

Purity/Quality:

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

4,4',4''-Tris(benzoyloxy)trityl Bromide [Hydroxyl Protecting Agent] >97.0%(T) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(=O)OC2=CC=C(C=C2)C(C3=CC=C(C=C3)OC(=O)C4=CC=CC=C4)(C5=CC=C(C=C5)OC(=O)C6=CC=CC=C6)Br

Technology Process of 4,4',4''-Tris(benzoyloxy)trityl bromide

There total 1 articles about 4,4',4''-Tris(benzoyloxy)trityl bromide 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: 95.0%

4,4',4''-tris(benzoyloxy)tritylcarbinol (86610-67-5) → 4,4',4''-tris(benzoyloxy)trityl bromide (86610-66-4)

Guidance literature:

With Acetyl bromide; In benzene; for 1h; Heating;

DOI:10.1021/jo00166a014

Reference yield: 95.0%

L-Phenylalanine amide (5241-58-7) + 4,4',4''-tris(benzoyloxy)trityl bromide (86610-66-4) → N-[4,4',4''-tris(benzoyloxy)trityl]-L-phenylalaninamide (209047-51-8)

Guidance literature:

With triethylamine; at 60 ℃;

DOI:10.1016/S0040-4039(98)00570-X

Reference yield: 91.0%

4,4',4''-tris(benzoyloxy)trityl bromide (86610-66-4) + thymidine (50-89-5,28854-96-8,3545-96-8,50-88-4) → 5'-O-<4,4',4''-tris(benzoyloxy)trityl>thymidine (86610-69-7)

Guidance literature:

In pyridine; at 65 ℃; for 2h;

DOI:10.1021/jo00166a014

upstream raw materials:

4,4',4''-tris(benzoyloxy)tritylcarbinol

Downstream raw materials:

C₆₂H₆₇N₅O₁₀Si₂

C₆₂H₆₇N₅O₉Si₂

C₅₄H₄₇N₅O₁₀

C₅₄H₄₇N₅O₁₁

Refernces

• 1、 Sekine, Mitsuo,Hata, Tsujiaki. "4,4',4''-Tris(benzoyloxy)trityl as a New Type of Base-Labile Group for Protection of Primary Hydroxyl Groups". . p. 3011 - 3014. Retrieved 2007/10/02.