(1R,2R)-2-methyl-1-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)but-3-en-1-ol

Base Information

• Chemical Name: (1R,2R)-2-methyl-1-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)but-3-en-1-ol
• CAS No.: 88424-94-6
• Molecular Formula: C₁₀H₁₈O₃
• Molecular Weight: 186.251
• Mol file: 88424-94-6.mol

Synonyms:(1R,2R)-2-methyl-1-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)but-3-en-1-ol

Chemical Property of (1R,2R)-2-methyl-1-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)but-3-en-1-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1R,2R)-2-methyl-1-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)but-3-en-1-ol

There total 1 articles about (1R,2R)-2-methyl-1-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)but-3-en-1-ol 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:

(Z)-2-(but-2-enyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (69611-01-4) + 2,3-isopropylidene-glyceraldehyde (15186-48-8) → (Z)-2-Butene (590-18-1) + (1R,2R)-2-methyl-1-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)but-3-en-1-ol (88424-94-6) + 2,3-O-isopropylidene-1-C-<(1R)-1-methylprop-2-enyl>-D-erythro-glycerol (88406-01-3) + 2,3-O-isopropylidene-1-C-<(1S)-1-methylprop-2-enyl>-D-erythro-glycerol (88424-95-7)

Guidance literature:

In dichloromethane; -78 deg C to r. t.;

DOI:10.1021/ja00272a043

Reference yield: 97.0%

(1R,2R)-2-methyl-1-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)but-3-en-1-ol (88424-94-6) + benzyl bromide (100-39-0) → (2R,3R,4R)-3-Benzyloxy-1,2-O-isopropylidene-4-methyl-5-hexene-1,2-diol (100758-79-0)

Guidance literature:

With tetra-(n-butyl)ammonium iodide; sodium hydride; In tetrahydrofuran; for 2h; Heating;

DOI:10.1021/jo00265a036

Reference yield: 93.0%

(1R,2R)-2-methyl-1-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)but-3-en-1-ol (88424-94-6) + p-toluenesulfonyl chloride (98-59-9) → (2R,3R,4R)-1,2-O-isopropylidene-4-methyl-3-O-tosylhex-5-ene-1,2,3-triol (108867-40-9)

Guidance literature:

With dmap; In pyridine; for 2h; Ambient temperature;

DOI:10.1021/jo00226a011

upstream raw materials:

(Z)-2-(but-2-enyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

2,3-isopropylidene-glyceraldehyde

Downstream raw materials:

3,3,3-Trifluoro-2-methoxy-2-phenyl-propionic acid (1R,2R)-1-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-methyl-but-3-enyl ester

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

(2R,3R,4R)-1,2-O-isopropylidene-4-methyl-3-O-tosylhex-5-ene-1,2,3-triol

(R)-4-((E)-(R)-1-Benzyloxy-2-methyl-but-2-enyl)-2,2-dimethyl-[1,3]dioxolane