4,4,5,5-Tetramethyl-2-[(triphenylmethoxy)methyl]-1,3,2-dioxaborolane

Base Information

• Chemical Name: 4,4,5,5-Tetramethyl-2-[(triphenylmethoxy)methyl]-1,3,2-dioxaborolane
• CAS No.: 166330-04-7
• Molecular Formula: C26H29BO3
• Molecular Weight: 400.325
• DSSTox Substance ID: DTXSID201160772
• Mol file: 166330-04-7.mol

Synonyms:DTXSID201160772;4,4,5,5-Tetramethyl-2-[(triphenylmethoxy)methyl]-1,3,2-dioxaborolane;166330-04-7

Chemical Property of 4,4,5,5-Tetramethyl-2-[(triphenylmethoxy)methyl]-1,3,2-dioxaborolane

Chemical Property:

• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 400.2209749
• Heavy Atom Count: 30
• Complexity: 481

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: B1(OC(C(O1)(C)C)(C)C)COC(C2=CC=CC=C2)(C3=CC=CC=C3)C4=CC=CC=C4

Technology Process of 4,4,5,5-Tetramethyl-2-[(triphenylmethoxy)methyl]-1,3,2-dioxaborolane

There total 1 articles about 4,4,5,5-Tetramethyl-2-[(triphenylmethoxy)methyl]-1,3,2-dioxaborolane 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: 85.0%

sodium triphenylmethoxyde (5736-21-0) + pinacol (bromomethyl)boronate (166330-03-6) → 4,4,5,5-tetramethyl-2-[(triphenylmethoxy)methyl]-1,3,2-trioxaborolane (166330-04-7)

Guidance literature:

With NH₄Cl; In water; dimethyl sulfoxide; pentane; stirring (room temp., 18 h), NH4Cl (aq) addn., extg. (Et2O), evapn., pentane addn., evapn., washing (H2O), Et2O, NaOH (aq) and pentaerythritol addn., stirring (room temp., 18 h), HCl addn. (pH=6), filtering, pentane and pinacol addn., stirring (2 h); washing (H2O), drying (MgSO4), evapn.;

DOI:10.1021/om00006a034

Reference yield: 98.0%

4,4,5,5-tetramethyl-2-[(triphenylmethoxy)methyl]-1,3,2-trioxaborolane (166330-04-7) + meso-1,2-dicyclohexyl-ethane-1,2-diol (86001-25-4,92319-61-4,120850-91-1,120850-92-2,86001-26-5) → [R-(4α,5β)]-4,5-dicyclohexyl-2-[(triphenylmethoxy)methyl]-1,3,2-dioxaborolane (393166-59-1)

Guidance literature:

In pentane; byproducts: pinacol; stirring (room temp., 4 h); washing (H2O), evapn.; elem. anal.;

DOI:10.1021/om00006a034

Reference yield: 97.0%

(3S,4S)-2,5-dimethyl-3,4-hexanediol (22520-38-3) + 4,4,5,5-tetramethyl-2-[(triphenylmethoxy)methyl]-1,3,2-trioxaborolane (166330-04-7) → [S-(4α,5β)]-4,5-bis(1-methylethyl)-2-[(triphenylmethoxy)methyl]-1,3,2-dioxaborolane

Guidance literature:

In pentane; byproducts: pinacol; stirring (room temp., 1 h); washing (H2O), evapn.; elem. anal.;

DOI:10.1021/om00006a034

upstream raw materials:

sodium triphenylmethoxyde

pinacol (bromomethyl)boronate

Downstream raw materials:

[R-(4α,5β)]-4,5-dicyclohexyl-2-[(triphenylmethoxy)methyl]-1,3,2-dioxaborolane