(R)-((S)-2,2-Diethyl-[1,3]dioxolan-4-yl)-(4-methoxy-benzyloxy)-acetaldehyde

Base Information

• Chemical Name: (R)-((S)-2,2-Diethyl-[1,3]dioxolan-4-yl)-(4-methoxy-benzyloxy)-acetaldehyde
• CAS No.: 174968-09-3
• Molecular Formula: C₁₇H₂₄O₅
• Molecular Weight: 308.375
• Mol file: 174968-09-3.mol

Synonyms:(R)-((S)-2,2-Diethyl-[1,3]dioxolan-4-yl)-(4-methoxy-benzyloxy)-acetaldehyde

Chemical Property of (R)-((S)-2,2-Diethyl-[1,3]dioxolan-4-yl)-(4-methoxy-benzyloxy)-acetaldehyde

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-((S)-2,2-Diethyl-[1,3]dioxolan-4-yl)-(4-methoxy-benzyloxy)-acetaldehyde

There total 1 articles about (R)-((S)-2,2-Diethyl-[1,3]dioxolan-4-yl)-(4-methoxy-benzyloxy)-acetaldehyde 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:

(2S,3S)-2-(4-methoxybenzyloxy)-3,4-O-(3-pentylidene)-1,3,4-butanetriol (156696-20-7) → (R)-((S)-2,2-Diethyl-[1,3]dioxolan-4-yl)-(4-methoxy-benzyloxy)-acetaldehyde (174968-09-3)

Guidance literature:

With oxalyl dichloride; dimethyl sulfoxide; triethylamine; Yield given. Multistep reaction; 1.) CH₂Cl₂, 20 min, 2.) CH₂Cl₂, from -78 to -60 deg C, 20 min;

DOI:10.1248/cpb.45.1558

Reference yield: 96.0%

(R)-((S)-2,2-Diethyl-[1,3]dioxolan-4-yl)-(4-methoxy-benzyloxy)-acetaldehyde (174968-09-3) + [(4S,5S)-5-((S)-2,2-Diethyl-[1,3]dioxolan-4-yl)-5-(4-methoxy-benzyloxy)-4-methyl-2-oxo-pentyl]-phosphonic acid dimethyl ester (174968-12-8) → (E)-(1S,6S,7S)-1,7-Bis-((S)-2,2-diethyl-[1,3]dioxolan-4-yl)-1,7-bis-(4-methoxy-benzyloxy)-6-methyl-hept-2-en-4-one (174968-13-9)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; at -78 ℃;

DOI:10.3987/COM-95-S30

Reference yield: 80.0%

(4R,5S)-2-trimethylsilylmethyl-4-methoxy-5-(4-methoxybenzyloxy)-6-[(tertbutyldiphenylsilyl)oxy]-1-hexene (1385033-96-4) + (R)-((S)-2,2-Diethyl-[1,3]dioxolan-4-yl)-(4-methoxy-benzyloxy)-acetaldehyde (174968-09-3) → C49H66O9Si (1385033-98-6)

Guidance literature:

With magnesium bromide ethyl etherate; In dichloromethane; at -78 - -26 ℃; for 12h; optical yield given as %de; Inert atmosphere;

DOI:10.1021/ol3015682

upstream raw materials:

(2S,3S)-2-(4-methoxybenzyloxy)-3,4-O-(3-pentylidene)-1,3,4-butanetriol

Downstream raw materials:

(E)-(S)-4-((S)-2,2-Diethyl-[1,3]dioxolan-4-yl)-4-(4-methoxy-benzyloxy)-but-2-enoic acid methyl ester

(E)-(1S,6S,7S)-1,7-Bis-((S)-2,2-diethyl-[1,3]dioxolan-4-yl)-1,7-bis-(4-methoxy-benzyloxy)-6-methyl-hept-2-en-4-one

(3S,4S)-1,1-dibromo-3-(4-methoxybenzyloxy)-4,5-pentylidenedioxy-1-pentene

(Z)-(4S,5S)-5,6-Dihydroxy-4-(4-methoxy-benzyloxy)-hex-2-enoic acid methyl ester