(R)-4-((S)-1-(benzyloxy)but-3-ene-1-yl)-2,2-dimethyl-1,3-dioxypentane

Base Information

• Chemical Name: (R)-4-((S)-1-(benzyloxy)but-3-ene-1-yl)-2,2-dimethyl-1,3-dioxypentane
• CAS No.: 87604-53-3
• Molecular Formula: C₁₆H₂₂O₃
• Molecular Weight: 262.349
• Mol file: 87604-53-3.mol

Synonyms:(R)-4-((S)-1-(benzyloxy)but-3-ene-1-yl)-2,2-dimethyl-1,3-dioxypentane

Chemical Property of (R)-4-((S)-1-(benzyloxy)but-3-ene-1-yl)-2,2-dimethyl-1,3-dioxypentane

Chemical Property:

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-4-((S)-1-(benzyloxy)but-3-ene-1-yl)-2,2-dimethyl-1,3-dioxypentane

There total 9 articles about (R)-4-((S)-1-(benzyloxy)but-3-ene-1-yl)-2,2-dimethyl-1,3-dioxypentane 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: 94.0%

(S)-1-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)but-3-en-1-ol (79364-35-5) + benzyl bromide (100-39-0) → (R)-4-((S)-1-(benzyloxy)but-3-ene-1-yl)-2,2-dimethyl-1,3-dioxypentane (87604-53-3)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 6h;

DOI:10.1016/j.tet.2007.06.110

Reference yield: 80.0%

benzyl bromide (100-39-0) + 1-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)but-3-en-1-ol (400710-04-5) → (R)-4-((S)-1-(benzyloxy)but-3-ene-1-yl)-2,2-dimethyl-1,3-dioxypentane (87604-53-3) + (R)-4-((R)-1-(benzyloxy)but-3-en-1-yl)-2,2-dimethyl-1,3-dioxolane (87604-54-4)

Guidance literature:

1-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)but-3-en-1-ol; With sodium hydride; In N,N-dimethyl-formamide; at 0 ℃; for 0.5h;

benzyl bromide; In N,N-dimethyl-formamide; at 0 - 5 ℃; for 1h;

DOI:10.1016/j.tet.2015.06.020

Reference yield: 75.0%

(S)-1-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)but-3-en-1-ol (79364-35-5) + benzyl chloride (100-44-7) → (R)-4-((S)-1-(benzyloxy)but-3-ene-1-yl)-2,2-dimethyl-1,3-dioxypentane (87604-53-3)

Guidance literature:

(S)-1-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)but-3-en-1-ol; With sodium hydride; In N,N-dimethyl-formamide; at 0 ℃; for 0.5h;

benzyl chloride; In N,N-dimethyl-formamide; at 0 - 5 ℃; for 1h;

upstream raw materials:

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

benzyl bromide

(2R,3R)-1,2-O-isopropylidene-5-hexene-1,2,3-triol

benzyl chloride

Downstream raw materials:

(3S,4R)-3-O-benzyl-4,5-O-isopropylidene-3,4,5-trihydroxypentanal

(2R,3S)-3-(benzyloxy)hex-5-ene-1,2-diol

2,3-dideoxy-5,6-O-(1-methylethylidene)-4-O-bnezyl-D-erythro-hexitol

(2R,3S)-3-O-benzyl-1,2-O-isopropylidenepentane-1,2,3,5-tetrol