(R)-5-methoxy-7-(4-methoxybenzyloxy)-2,2-dimethyl-3-oxoheptanal

Base Information

• Chemical Name: (R)-5-methoxy-7-(4-methoxybenzyloxy)-2,2-dimethyl-3-oxoheptanal
• CAS No.: 1211323-46-4
• Molecular Formula: C₁₈H₂₆O₅
• Molecular Weight: 322.401
• Mol file: 1211323-46-4.mol

Synonyms:(R)-5-methoxy-7-(4-methoxybenzyloxy)-2,2-dimethyl-3-oxoheptanal

Chemical Property of (R)-5-methoxy-7-(4-methoxybenzyloxy)-2,2-dimethyl-3-oxoheptanal

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-5-methoxy-7-(4-methoxybenzyloxy)-2,2-dimethyl-3-oxoheptanal

There total 1 articles about (R)-5-methoxy-7-(4-methoxybenzyloxy)-2,2-dimethyl-3-oxoheptanal 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: 94.0%

(R)-1-hydroxy-5-methoxy-7-(4-methoxybenzyloxy)-2,2-dimethylheptan-3-one (1211323-89-5) → (R)-5-methoxy-7-(4-methoxybenzyloxy)-2,2-dimethyl-3-oxoheptanal (1211323-46-4)

Guidance literature:

(R)-1-hydroxy-5-methoxy-7-(4-methoxybenzyloxy)-2,2-dimethylheptan-3-one; With oxalyl dichloride; dimethyl sulfoxide; In dichloromethane; at -78 ℃; for 1.16667h; Inert atmosphere;

With triethylamine; In dichloromethane; at -78 - 0 ℃; Inert atmosphere;

DOI:10.1021/ol100123p

Reference yield: 93.0%

(R)-5-methoxy-7-(4-methoxybenzyloxy)-2,2-dimethyl-3-oxoheptanal (1211323-46-4) + allylmagnesium bromide (1730-25-2) → (3R,7R)-7-hydroxy-3-methoxy-1-(4-methoxybenzyloxy)-6,6-dimethyldec-9-en-5-one (1466415-01-9)

Guidance literature:

allylmagnesium bromide; With (4S,5S)-chloro(cyclopentadienyl)(2,2-dimethyl-α,α,α',α'-tetraphenyl-1,3-dioxolane-4,5-dimethanolato-O,O^α)titanium; In diethyl ether; at 0 ℃; for 1.25h;

(R)-5-methoxy-7-(4-methoxybenzyloxy)-2,2-dimethyl-3-oxoheptanal; In diethyl ether; at -78 ℃; for 2.5h;

DOI:10.1002/chem.201301796

Reference yield: 90.0%

(R)-5-methoxy-7-(4-methoxybenzyloxy)-2,2-dimethyl-3-oxoheptanal (1211323-46-4) + allylmagnesium bromide (1730-25-2) → (3R,7S)-7-hydroxy-3-methoxy-1-(4-methoxybenzyloxy)-6,6-dimethyldec-9-en-5-one (1211323-58-8)

Guidance literature:

allylmagnesium bromide; With (R,R)-(η5-cyclopentadienyl)chloro[(4R,trans)-2,2-dimethyl-α,α,α',α'-tetraphenyl-1,3-dioxolane-4,5-dimethanolato]titanium; In diethyl ether; at 0 ℃; for 1.66667h; Inert atmosphere;

(R)-5-methoxy-7-(4-methoxybenzyloxy)-2,2-dimethyl-3-oxoheptanal; In diethyl ether; at -78 ℃; for 2.28333h; optical yield given as %de; diastereoselective reaction; Inert atmosphere;

DOI:10.1021/ol100123p

upstream raw materials:

(R)-1-hydroxy-5-methoxy-7-(4-methoxybenzyloxy)-2,2-dimethylheptan-3-one

Downstream raw materials:

(3R,7S)-7-hydroxy-3-methoxy-1-(4-methoxybenzyloxy)-6,6-dimethyldec-9-en-5-one

(3R,5S,7R)-5,7-bis(tert-butyldimethylsilyloxy)-3-methoxy-6,6-dimethyldec-9-en-1-ol

4-methoxy-benzaldehyde

(3R,6S,8R,10S,12R,Z)-3-(benzyloxymethyl)-10,12-bis(tert-butyldimethylsilyl-oxy)-8-methoxy-5,11,11-trimethylpentadeca-4,14-dien-6-ol