(1S,3R)-3-(2-benzyloxy-1-hydroxyethyl)-2,2-dimethylcyclopropanecarboxylic acid lactone

Base Information

Chemical Name:(1S,3R)-3-(2-benzyloxy-1-hydroxyethyl)-2,2-dimethylcyclopropanecarboxylic acid lactone
CAS No.:108404-47-3
Molecular Formula:C₁₅H₁₈O₃
Molecular Weight:246.306
Hs Code.:

Synonyms:

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Chemical Property of (1S,3R)-3-(2-benzyloxy-1-hydroxyethyl)-2,2-dimethylcyclopropanecarboxylic acid lactone

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Technology Process of (1S,3R)-3-(2-benzyloxy-1-hydroxyethyl)-2,2-dimethylcyclopropanecarboxylic acid lactone

There total 9 articles about (1S,3R)-3-(2-benzyloxy-1-hydroxyethyl)-2,2-dimethylcyclopropanecarboxylic acid lactone 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:

: 108404-45-1
(3R,4S)-5-benzyloxy-3-(1-chloro-1-1-methylethyl)-4-hydroxypentanoic acid lactone

: 108404-47-3
(1S,3R)-3-(2-benzyloxy-1-hydroxyethyl)-2,2-dimethylcyclopropanecarboxylic acid lactone

Guidance literature:: With potassium tert-butylate; In tetrahydrofuran; at 0 ℃; for 0.166667h; Yield given;

Reference yield:

: 100-39-0
benzyl bromide

: 108404-47-3
(1S,3R)-3-(2-benzyloxy-1-hydroxyethyl)-2,2-dimethylcyclopropanecarboxylic acid lactone

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) sodium hydride / 1.) DMF, 1 h, r.t.; 2.) DMF

2: sat. hydrogen chloride / acetic acid / 48 h / Ambient temperature

3: potassium t-butoxide / tetrahydrofuran / 0.17 h / 0 °C

With hydrogenchloride; potassium tert-butylate; sodium hydride; In tetrahydrofuran; acetic acid;

Reference yield:

: 108404-41-7
(E)(S)-4-(3-hydroxy-2-methylpropenyl)-2,2-dimethyl[1,3]dioxolane

: 108404-47-3
(1S,3R)-3-(2-benzyloxy-1-hydroxyethyl)-2,2-dimethylcyclopropanecarboxylic acid lactone

Guidance literature:: Multi-step reaction with 5 steps

1: pivalic acid / 3 h / 140 °C

2: conc. hydrochloric acid / ethanol / 24 h / Ambient temperature

3: 1.) sodium hydride / 1.) DMF, 1 h, r.t.; 2.) DMF

4: sat. hydrogen chloride / acetic acid / 48 h / Ambient temperature

5: potassium t-butoxide / tetrahydrofuran / 0.17 h / 0 °C

With hydrogenchloride; potassium tert-butylate; sodium hydride; Trimethylacetic acid; In tetrahydrofuran; ethanol; acetic acid;