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

Base Information

• Chemical Name: (2S)-benzyloxy-[(4S)-2,2-dimethyl-[1,3]dioxolan-4-yl]-acetic acid methyl ester
• CAS No.: 120383-54-2
• Molecular Formula: C₁₅H₂₀O₅
• Molecular Weight: 280.321
• Mol file: 120383-54-2.mol

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

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

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]-acetic acid methyl ester

There total 1 articles about (2S)-benzyloxy-[(4S)-2,2-dimethyl-[1,3]dioxolan-4-yl]-acetic acid methyl ester 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: 91.0%

benzyl bromide (100-39-0) + methyl (2S,3S)-3,4-O-isopropylidene-2,3,4-trihydroxybutyrate (186754-07-4) → (2S)-benzyloxy-[(4S)-2,2-dimethyl-[1,3]dioxolan-4-yl]-acetic acid methyl ester (120383-54-2)

Guidance literature:

With silver(l) oxide; In cyclohexane; at 20 ℃; for 0.5h;

DOI:10.1021/ol062401a

Reference yield: 78.0%

(2S)-benzyloxy-[(4S)-2,2-dimethyl-[1,3]dioxolan-4-yl]-acetic acid methyl ester (120383-54-2) → (2S,3R)-2-Benzyloxy-3,4-dihydroxy-butyric acid methyl ester (207124-05-8)

Guidance literature:

With hydrogenchloride; In tetrahydrofuran; at 0 ℃; for 12h;

DOI:10.1016/S0040-4039(98)00203-2

Reference yield:

(2S)-benzyloxy-[(4S)-2,2-dimethyl-[1,3]dioxolan-4-yl]-acetic acid methyl ester (120383-54-2) → (2S)-benzyloxy-[(4S)-2,2-dimethyl-[1,3]dioxolan-4-yl]-acetaldehyde (104322-68-1)

Guidance literature:

With diisobutylaluminium hydride; In dichloromethane; at -78 ℃; for 0.75h;

DOI:10.1021/ol062401a

upstream raw materials:

benzyl bromide

methyl (2S,3S)-3,4-O-isopropylidene-2,3,4-trihydroxybutyrate

Downstream raw materials:

(2S,3R)-2-Benzyloxy-3,4-dihydroxy-butyric acid methyl ester

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

(4S)-4-[(1S)-1-benzyloxy-2,2-difluoro-ethyl]-2,2-dimethyl-[1,3]dioxolane

(2S,3S)-3-benzyloxy-1-(tert-butyl-dimethyl-silanyloxy)-4,4-difluoro-butan-2-ol