(α'R,2S)-2-(3'-hydroxy-α'-methylbenzyloxy)propanal

Base Information

• Chemical Name: (α'R,2S)-2-(3'-hydroxy-α'-methylbenzyloxy)propanal
• CAS No.: 627091-67-2
• Molecular Formula: C₁₁H₁₄O₃
• Molecular Weight: 194.23
• Mol file: 627091-67-2.mol

Synonyms:(α'R,2S)-2-(3'-hydroxy-α'-methylbenzyloxy)propanal

Chemical Property of (α'R,2S)-2-(3'-hydroxy-α'-methylbenzyloxy)propanal

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of (α'R,2S)-2-(3'-hydroxy-α'-methylbenzyloxy)propanal

There total 7 articles about (α'R,2S)-2-(3'-hydroxy-α'-methylbenzyloxy)propanal 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: 71.0%

(α'R,2S)-2-(3'-benzyloxy-α'-methylbenzyloxy)propanal (627091-59-2) → (α'R,2S)-2-(3'-hydroxy-α'-methylbenzyloxy)propanal (627091-67-2)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethyl acetate;

DOI:10.1071/CH03027

Reference yield:

(α'R,2S)-2-(3'-benzyloxy-α'-methylbenzyloxy)propan-1-ol (627091-57-0) → (α'R,2S)-2-(3'-hydroxy-α'-methylbenzyloxy)propanal (627091-67-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / oxalyl chloride; dimethyl sulphoxide; diisopropylethylamine / CH₂Cl₂ / 1.42 h / -70 - 20 °C

2: 71 percent / hydrogen / palladium on carbon / ethyl acetate

With oxalyl dichloride; hydrogen; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In dichloromethane; ethyl acetate; 1: Swern oxidation;

DOI:10.1071/CH03027

Reference yield:

3'-benzyloxy-α'-methylbenzyl 2,2,2-trichloroethanimidate (627091-54-7) → (α'R,2S)-2-(3'-hydroxy-α'-methylbenzyloxy)propanal (627091-67-2)

Guidance literature:

Multi-step reaction with 4 steps

1: 75 percent / boron trifluoride diethyl etherate / hexane; CH₂Cl₂ / 0.67 h

2: 40 percent / lithium aluminium hydride / diethyl ether / 1 h

3: 80 percent / oxalyl chloride; dimethyl sulphoxide; diisopropylethylamine / CH₂Cl₂ / 1.42 h / -70 - 20 °C

4: 71 percent / hydrogen / palladium on carbon / ethyl acetate

With lithium aluminium tetrahydride; oxalyl dichloride; boron trifluoride diethyl etherate; hydrogen; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In diethyl ether; hexane; dichloromethane; ethyl acetate; 3: Swern oxidation;

DOI:10.1071/CH03027

upstream raw materials:

(α'R,2S)-2-(3'-benzyloxy-α'-methylbenzyloxy)propanal

(α'R,2S)-2-(3'-benzyloxy-α'-methylbenzyloxy)propan-1-ol

ethyl (2S)-2-(3'-benzyloxy-α'-methylbenzyloxy)propanoate

3'-benzyloxy-α'-methylbenzyl 2,2,2-trichloroethanimidate