(S)-4-((R)-1-Benzyloxymethyl-but-3-enyl)-2,2-dimethyl-5-phenylsulfanyl-[1,3]dioxolane

Base Information

Chemical Name:(S)-4-((R)-1-Benzyloxymethyl-but-3-enyl)-2,2-dimethyl-5-phenylsulfanyl-[1,3]dioxolane
CAS No.:340142-38-3
Molecular Formula:C₂₃H₂₈O₃S
Molecular Weight:384.54
Hs Code.:

Synonyms:(S)-4-((R)-1-Benzyloxymethyl-but-3-enyl)-2,2-dimethyl-5-phenylsulfanyl-[1,3]dioxolane

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Chemical Property of (S)-4-((R)-1-Benzyloxymethyl-but-3-enyl)-2,2-dimethyl-5-phenylsulfanyl-[1,3]dioxolane

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Technology Process of (S)-4-((R)-1-Benzyloxymethyl-but-3-enyl)-2,2-dimethyl-5-phenylsulfanyl-[1,3]dioxolane

There total 3 articles about (S)-4-((R)-1-Benzyloxymethyl-but-3-enyl)-2,2-dimethyl-5-phenylsulfanyl-[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: 70.0%

: 100-39-0
benzyl bromide

: 108-98-5
thiophenol

: 340142-37-2
Acetic acid (S)-5-((R)-1-formyloxymethyl-but-3-enyl)-2,2-dimethyl-[1,3]dioxolan-4-yl ester

: 340142-38-3
(S)-4-((R)-1-Benzyloxymethyl-but-3-enyl)-2,2-dimethyl-5-phenylsulfanyl-[1,3]dioxolane

Guidance literature:: thiophenol; Acetic acid (S)-5-((R)-1-formyloxymethyl-but-3-enyl)-2,2-dimethyl-[1,3]dioxolan-4-yl ester; With boron trifluoride diethyl etherate; at -78 ℃;

With sodium methylate; In methanol;

benzyl bromide; With tetra-(n-butyl)ammonium iodide; sodium hydride; In N,N-dimethyl-formamide; Further stages.;
DOI:10.1021/ol0156906

Reference yield:

: 340142-36-1
(3aS,4S,7R,7aS)-7-Allyl-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-4-ol

: 340142-38-3
(S)-4-((R)-1-Benzyloxymethyl-but-3-enyl)-2,2-dimethyl-5-phenylsulfanyl-[1,3]dioxolane

Guidance literature:: Multi-step reaction with 2 steps

1.1: 95 percent / I₂ / cyclohexane

2.1: BF₃*OEt₂ / -78 °C

2.2: NaOMe / methanol

2.3: 70 percent / NaH; Bu₄NI / dimethylformamide

With boron trifluoride diethyl etherate; iodine; In cyclohexane;
DOI:10.1021/ol0156906

Reference yield:

: (3aS,4R,7R,7aS)-7-Allyl-4-benzyloxy-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran

: 340142-38-3
(S)-4-((R)-1-Benzyloxymethyl-but-3-enyl)-2,2-dimethyl-5-phenylsulfanyl-[1,3]dioxolane

Guidance literature:: Multi-step reaction with 3 steps

1.1: 92 percent / Na; NH₃ / tetrahydrofuran

2.1: 95 percent / I₂ / cyclohexane

3.1: BF₃*OEt₂ / -78 °C

3.2: NaOMe / methanol

3.3: 70 percent / NaH; Bu₄NI / dimethylformamide

With boron trifluoride diethyl etherate; ammonia; iodine; sodium; In tetrahydrofuran; cyclohexane;
DOI:10.1021/ol0156906