(2S,3R)-3-Benzyloxy-3-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-methyl-propionaldehyde

Base Information

• Chemical Name: (2S,3R)-3-Benzyloxy-3-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-methyl-propionaldehyde
• CAS No.: 133604-44-1
• Molecular Formula: C₁₆H₂₂O₄
• Molecular Weight: 278.348

Synonyms:(2S,3R)-3-Benzyloxy-3-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-methyl-propionaldehyde

Chemical Property of (2S,3R)-3-Benzyloxy-3-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-methyl-propionaldehyde

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,3R)-3-Benzyloxy-3-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-methyl-propionaldehyde

There total 3 articles about (2S,3R)-3-Benzyloxy-3-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-methyl-propionaldehyde 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:

(2R,3S,4S)-3-O-Benzyl-1,2-O-isopropylidene-4-methylpentane-1,2,3,5-tetrol (121964-06-5) → (2R,3S)-3-Benzyloxy-3-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-methyl-propionaldehyde (120040-77-9,133604-44-1)

Guidance literature:

(2R,3S,4S)-3-O-Benzyl-1,2-O-isopropylidene-4-methylpentane-1,2,3,5-tetrol; With oxalyl dichloride; dimethyl sulfoxide; In dichloromethane; at -78 ℃; for 0.5h; Inert atmosphere;

With triethylamine; In dichloromethane; at -78 - 0 ℃; for 0.5h; Inert atmosphere;

DOI:10.1021/jo801728s

Reference yield:

(2R,3R,4R)-3-Benzyloxy-1,2-O-isopropylidene-4-methyl-5-hexene-1,2-diol (100758-79-0) → (2S,3R)-3-Benzyloxy-3-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-methyl-propionaldehyde (133604-44-1)

Guidance literature:

With ozone; triphenylphosphine; Yield given. Multistep reaction; 1.) CH₂Cl₂;

DOI:10.1021/ja00011a025

Reference yield:

(2R,3S,4S)-3-Bnzyloxy-1,2-O-isopropylidene-4-methyl-5-hexene-1,2-diol (100572-69-8) → (2R,3S)-3-Benzyloxy-3-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-methyl-propionaldehyde (120040-77-9,133604-44-1)

Guidance literature:

With ozone; triphenylphosphine; Yield given. Multistep reaction; 1.) CH₂Cl₂;

DOI:10.1021/ja00011a025

upstream raw materials:

(2R,3R,4R)-3-Benzyloxy-1,2-O-isopropylidene-4-methyl-5-hexene-1,2-diol

(2R,3S,4S)-3-Bnzyloxy-1,2-O-isopropylidene-4-methyl-5-hexene-1,2-diol

(2R,3S,4S)-3-O-Benzyl-1,2-O-isopropylidene-4-methylpentane-1,2,3,5-tetrol

Downstream raw materials:

(E)-(4R,5R)-5-Benzyloxy-5-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-4-methyl-pent-2-enoic acid ethyl ester

(E)-(4S,5S)-5-Benzyloxy-5-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-4-methyl-pent-2-enoic acid ethyl ester

C₂₀H₂₉NO₅

C₂₀H₂₉NO₅

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