(4S,5S)-4-Benzyloxymethyl-5-(4-oxopentyl)-2,2-dimethyl-1,3-dioxolane

Base Information

• Chemical Name: (4S,5S)-4-Benzyloxymethyl-5-(4-oxopentyl)-2,2-dimethyl-1,3-dioxolane
• CAS No.: 116703-54-9
• Molecular Formula: C₁₈H₂₆O₄
• Molecular Weight: 306.402
• Mol file: 116703-54-9.mol

Synonyms:(4S,5S)-4-Benzyloxymethyl-5-(4-oxopentyl)-2,2-dimethyl-1,3-dioxolane

Chemical Property of (4S,5S)-4-Benzyloxymethyl-5-(4-oxopentyl)-2,2-dimethyl-1,3-dioxolane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4S,5S)-4-Benzyloxymethyl-5-(4-oxopentyl)-2,2-dimethyl-1,3-dioxolane

There total 2 articles about (4S,5S)-4-Benzyloxymethyl-5-(4-oxopentyl)-2,2-dimethyl-1,3-dioxolane 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: 53.0%

(4R,5S)-2,2-dimethyl-4-iodomethyl-5-benzyloxymethyl-1,3-dioxolane (114826-50-5) + methyl vinyl ketone (78-94-4,25038-87-3) → (4S,5S)-4-Benzyloxymethyl-5-(4-oxopentyl)-2,2-dimethyl-1,3-dioxolane (116703-54-9)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In benzene; Heating;

DOI:10.1055/s-1988-27517

Reference yield:

(4S,5S)-4-benzyloxymethyl-5-hydroxymethyl-2,2-dimethyl-1,3-dioxolane (78469-77-9,81076-11-1,128820-40-6,78513-03-8) → (4S,5S)-4-Benzyloxymethyl-5-(4-oxopentyl)-2,2-dimethyl-1,3-dioxolane (116703-54-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / I₂, Ph₃P, imidazol / toluene / 3 h / 60 °C

2: 53 percent / tributylstannane, AIBN / benzene / Heating

With 1H-imidazole; 2,2'-azobis(isobutyronitrile); iodine; tri-n-butyl-tin hydride; triphenylphosphine; In toluene; benzene;

DOI:10.1055/s-1988-27517

Reference yield: 79.0%

(4S,5S)-4-Benzyloxymethyl-5-(4-oxopentyl)-2,2-dimethyl-1,3-dioxolane (116703-54-9) → (1S,5S,7S)-exo-7-Benzyloxymethyl-5-methyl-6,8-dioxabicyclo<3.2.1>octane

Guidance literature:

With Amberlyst 15; water; In dichloromethane; for 3h; Heating;

DOI:10.1055/s-1988-27517

upstream raw materials:

(4R,5S)-2,2-dimethyl-4-iodomethyl-5-benzyloxymethyl-1,3-dioxolane

methyl vinyl ketone

(4S,5S)-4-benzyloxymethyl-5-hydroxymethyl-2,2-dimethyl-1,3-dioxolane