Benzaldehyde, 2-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-3-methoxy-

Base Information

• Chemical Name: Benzaldehyde, 2-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-3-methoxy-
• CAS No.: 126357-82-2
• Molecular Formula: C14H22O3Si
• Molecular Weight: 266.412
• DSSTox Substance ID: DTXSID80469954
• Nikkaji Number: J1.587.497J
• Wikidata: Q82297894
• Mol file: 126357-82-2.mol

Synonyms:126357-82-2;Benzaldehyde, 2-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-3-methoxy-;2-[tert-butyl(dimethyl)silyl]oxy-3-methoxybenzaldehyde;2-((tert-Butyldimethylsilyl)oxy)-3-methoxybenzaldehyde;2-[(TERT-BUTYLDIMETHYLSILYL)OXY]-3-METHOXYBENZALDEHYDE;C14H22O3Si;o-Vanillin, TBDMS derivative;SCHEMBL2871507;DTXSID80469954;CBGNWUINIDQCCM-UHFFFAOYSA-N;EN300-19460646;2-Hydroxy-3-methoxybenzaldehyde, tert-butyldimethylsilyl ether

Chemical Property of Benzaldehyde, 2-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-3-methoxy-

Chemical Property:

• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 266.13382109
• Heavy Atom Count: 18
• Complexity: 283

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)[Si](C)(C)OC1=C(C=CC=C1OC)C=O

Technology Process of Benzaldehyde, 2-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-3-methoxy-

There total 9 articles about Benzaldehyde, 2-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-3-methoxy- 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: 97.0%

2,6-dimethoxytoluene (5673-07-4) + tert-butyldimethylsilyl chloride (18162-48-6) → 2-((tert-butyldimethylsilyl)oxy)-3-methoxybenzaldehyde (126357-82-2)

Guidance literature:

With 1H-imidazole; In dichloromethane; at 0 - 20 ℃; for 12h; Inert atmosphere;

DOI:10.1002/chem.201304809

Reference yield: 96.0%

3-methoxy-2-hydroxybenzaldehyde (148-53-8) + tert-butyldimethylsilyl chloride (18162-48-6) → 2-((tert-butyldimethylsilyl)oxy)-3-methoxybenzaldehyde (126357-82-2)

Guidance literature:

With 1H-imidazole; In dichloromethane; at 20 ℃; for 16h; Schlenk technique; Inert atmosphere;

DOI:10.1021/acs.joc.9b02965

Reference yield: 81.0%

t-butyldimethylsiyl triflate (69739-34-0) + 3-methoxy-2-hydroxybenzaldehyde (148-53-8) → 2-((tert-butyldimethylsilyl)oxy)-3-methoxybenzaldehyde (126357-82-2)

Guidance literature:

With 2,6-dimethylpyridine; In dichloromethane; at 0 - 20 ℃; for 3h;

upstream raw materials:

t-butyldimethylsiyl triflate

3-methoxy-2-hydroxybenzaldehyde

tert-butyldimethylsilyl chloride

2,6-dimethoxytoluene

Downstream raw materials:

1-(tert-Butoxycarbonylamino)-7-[hydroxy(2-tert-butyldimethylsilyloxy-3-methoxyphenyl)methyl]-1H-benzotriazole

[2-(tert-butyl-dimethyl-silanyloxy)-3-methoxy-phenyl]-(1,4-dioxa-spiro[4.5]dec-7-en-8-yl)-methanol

tert-butyl(2-(2,2-dibromovinyl)-6-methoxyphenoxy)-dimethylsilane

C₂₇H₃₈O₅Si