(2S)-benzyloxy-[(4S)-2,2-dimethyl-[1,3]dioxolan-4-yl]-acetaldehyde

Base Information

• Chemical Name: (2S)-benzyloxy-[(4S)-2,2-dimethyl-[1,3]dioxolan-4-yl]-acetaldehyde
• CAS No.: 104322-68-1
• Molecular Formula: C₁₄H₁₈O₄
• Molecular Weight: 250.295
• Mol file: 104322-68-1.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 17 articles about (2S)-benzyloxy-[(4S)-2,2-dimethyl-[1,3]dioxolan-4-yl]-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: 96.0%

ethyl (2S,3S)-2-O-benzyl-3,4-O-isopropylidene-2,3,4-trihydroxybutanoate (340699-15-2) → (2S)-benzyloxy-[(4S)-2,2-dimethyl-[1,3]dioxolan-4-yl]-acetaldehyde (104322-68-1)

Guidance literature:

With diisobutylaluminium hydride; In toluene; at -78 ℃; for 0.416667h;

DOI:10.1002/1099-0690(200104)2001:7<1335::AID-EJOC1335>3.0.CO;2-Z

Reference yield: 87.0%

(R)-2-Benzyloxy-2-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-ethanol (104322-67-0) → (2S)-benzyloxy-[(4S)-2,2-dimethyl-[1,3]dioxolan-4-yl]-acetaldehyde (104322-68-1)

Guidance literature:

With oxalyl dichloride; dimethyl sulfoxide; In dichloromethane; at -78 ℃;

DOI:10.1021/jo00370a040

Reference yield:

(S)-4-((R)-1-(benzyloxy)allyl)-2,2-dimethyl-1,3-dioxolane (130550-65-1) → (2S)-benzyloxy-[(4S)-2,2-dimethyl-[1,3]dioxolan-4-yl]-acetaldehyde (104322-68-1)

Guidance literature:

(S)-4-((R)-1-(benzyloxy)allyl)-2,2-dimethyl-1,3-dioxolane; With ozone; In dichloromethane; at -78 ℃; for 0.25h;

With dimethylsulfide; In dichloromethane; at 0 ℃; for 0.25h;

DOI:10.1080/00397911.2021.2012804

upstream raw materials:

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

ethyl (2S,3S)-2-O-benzyl-3,4-O-isopropylidene-2,3,4-trihydroxybutanoate

(2S)-benzyloxy-[(4S)-2,2-dimethyl-[1,3]dioxolan-4-yl]-acetic acid methyl ester

benzyl bromide

Downstream raw materials:

(1R,2R)-1-Benzyloxy-1-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-pent-4-en-2-ol

(1R,2S)-1-Benzyloxy-1-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-pent-4-en-2-ol

(R)-2-[(1R,2R)-2-Benzyloxy-2-(2,2-dimethyl-[1,3]dioxolan-4-yl)-1-hydroxy-ethyl]-5-methyl-hex-4-enethioic acid S-phenyl ester

5-[(1R,2R)-2-Benzyloxy-2-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-1-hydroxy-ethyl]-2-(tert-butyl-dimethyl-silanyl)-imidazole-1-sulfonic acid dimethylamide