Propanal, 3-[(4-methoxyphenyl)methoxy]-2-methyl-, (2R)-

Base Information

• Chemical Name: Propanal, 3-[(4-methoxyphenyl)methoxy]-2-methyl-, (2R)-
• CAS No.: 160238-46-0
• Molecular Formula: C12H16O3
• Molecular Weight: 208.257
• DSSTox Substance ID: DTXSID40446064
• Nikkaji Number: J1.191.868I
• Mol file: 160238-46-0.mol

Synonyms:160238-46-0;Propanal, 3-[(4-methoxyphenyl)methoxy]-2-methyl-, (2R)-;SCHEMBL7190391;DTXSID40446064;(R)-2-Methyl-3-(4-methoxybenzyloxy)propanal

Chemical Property of Propanal, 3-[(4-methoxyphenyl)methoxy]-2-methyl-, (2R)-

Chemical Property:

• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 208.109944368
• Heavy Atom Count: 15
• Complexity: 174

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(COCC1=CC=C(C=C1)OC)C=O
• Isomeric SMILES: C[C@H](COCC1=CC=C(C=C1)OC)C=O

Technology Process of Propanal, 3-[(4-methoxyphenyl)methoxy]-2-methyl-, (2R)-

There total 13 articles about Propanal, 3-[(4-methoxyphenyl)methoxy]-2-methyl-, (2R)- 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: 98.0%

(2S)-3-(4-methoxybenzyloxy)-2-methyl-1-propanol (160238-45-9) → (2R)-3-(4-methoxybenzyloxy)-2-methyl-1-propanal (160238-46-0)

Guidance literature:

With sodium hydrogencarbonate; Dess-Martin periodane; In dichloromethane; at 10 - 30 ℃; for 0.5h;

DOI:10.1016/j.tet.2009.06.070

Reference yield: 93.0%

(R)-methyl 3-((4-methoxybenzyl)oxy)-2-methylpropanoate (212051-35-9) → (2R)-3-(4-methoxybenzyloxy)-2-methyl-1-propanal (160238-46-0)

Guidance literature:

With diisobutylaluminium hydride; In dichloromethane; at -78 ℃; for 2h;

DOI:10.1021/ja9061757

Reference yield: 81.0%

methyl (R)-3-hydroxy-2-methylpropionate (72657-23-9,42998-03-8) + O-(4-methoxybenzyl)-trichloroacetimidate (89238-99-3) → (2R)-3-(4-methoxybenzyloxy)-2-methyl-1-propanal (160238-46-0)

Guidance literature:

methyl (R)-3-hydroxy-2-methylpropionate; O-(4-methoxybenzyl)-trichloroacetimidate; With pyridinium p-toluenesulfonate;

With diisobutylaluminium hydride; at -78 ℃;

DOI:10.1021/jacs.6b03248

upstream raw materials:

(2S)-3-(4-methoxybenzyloxy)-2-methyl-1-propanol

C₂₂H₃₀O₂S

(R)-methyl 3-((4-methoxybenzyl)oxy)-2-methylpropanoate

O-(4-methoxybenzyl)-trichloroacetimidate

Downstream raw materials:

(S)-4-benzyl-3-{(2S,3R,4R)-3-hydroxy-5-[(4methoxybenzyl)oxy]-2,4-dimethylpentanoyl}oxazolidin-2-one

(2R,3S)-1-[(4-methoxyphenyl)methoxy]-2-methyl-5-hexen-3-ol

(2R,3R,4R)-4-(tert-butyldimethylsilanyloxy)-1-(4-methoxy-benzyloxy)-2,5-dimethyl-hex-5-en-3-ol

(2R,3S,4S)-1-[(para-methoxybenxyl)oxy]-2,4-dimethyl-3-hexanol