2,2-Dimethyl-propionic acid (R)-3-(4-methoxy-benzyloxy)-4-(R)-oxiranyl-butyl ester

Base Information

Chemical Name:2,2-Dimethyl-propionic acid (R)-3-(4-methoxy-benzyloxy)-4-(R)-oxiranyl-butyl ester
CAS No.:397886-52-1
Molecular Formula:C₁₉H₂₈O₅
Molecular Weight:336.428
Hs Code.:

Synonyms:2,2-Dimethyl-propionic acid (R)-3-(4-methoxy-benzyloxy)-4-(R)-oxiranyl-butyl ester

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Chemical Property of 2,2-Dimethyl-propionic acid (R)-3-(4-methoxy-benzyloxy)-4-(R)-oxiranyl-butyl ester

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Technology Process of 2,2-Dimethyl-propionic acid (R)-3-(4-methoxy-benzyloxy)-4-(R)-oxiranyl-butyl ester

There total 9 articles about 2,2-Dimethyl-propionic acid (R)-3-(4-methoxy-benzyloxy)-4-(R)-oxiranyl-butyl ester 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: 54.0%

: 3282-30-2
pivaloyl chloride

: 397886-51-0
(R)-2-[(R)-2-(4-Methoxy-benzyloxy)-pent-4-enyl]-oxirane

: 2,2-Dimethyl-propionic acid (2S,4R)-4-(4-methoxy-benzyloxy)-tetrahydro-pyran-2-ylmethyl ester

: 397886-52-1
2,2-Dimethyl-propionic acid (R)-3-(4-methoxy-benzyloxy)-4-(R)-oxiranyl-butyl ester

Guidance literature:: Multistep reaction.;
DOI:10.1021/ol0102592

Reference yield:

: 87318-96-5
(4S)-4-((2R)-2-hydroxypent-4-enyl)-2,2-dimethyl-1,3-dioxolane

: 397886-52-1
2,2-Dimethyl-propionic acid (R)-3-(4-methoxy-benzyloxy)-4-(R)-oxiranyl-butyl ester

Guidance literature:: Multi-step reaction with 8 steps

1.1: NaH / dimethylformamide / 0.5 h / 0 - 20 °C

1.2: 100 percent / dimethylformamide / 20 °C

2.1: 92 percent / acetic acid; water / tetrahydrofuran / 8 h / 50 - 60 °C

3.1: 91 percent / pyridine / CH₂Cl₂ / 0 - 20 °C

4.1: 97 percent / DMAP; pyridine / CH₂Cl₂ / 0 - 20 °C

5.1: 89 percent / K₂CO₃ / methanol / 20 °C

6.1: ozone / ethyl acetate / 0.12 h / -78 °C

7.1: NaBH₄ / methanol / 0.5 h / 0 °C

8.1: 980 mg / pyridine / CH₂Cl₂ / 5 h / 20 °C

With pyridine; dmap; sodium tetrahydroborate; water; sodium hydride; potassium carbonate; ozone; acetic acid; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/jo049084a

Reference yield:

: 2746-25-0
p-Methoxybenzyl bromide

: 397886-52-1
2,2-Dimethyl-propionic acid (R)-3-(4-methoxy-benzyloxy)-4-(R)-oxiranyl-butyl ester

Guidance literature:: Multi-step reaction with 8 steps

1.1: NaH / dimethylformamide / 0.5 h / 0 - 20 °C

1.2: 100 percent / dimethylformamide / 20 °C

2.1: 92 percent / acetic acid; water / tetrahydrofuran / 8 h / 50 - 60 °C

3.1: 91 percent / pyridine / CH₂Cl₂ / 0 - 20 °C

4.1: 97 percent / DMAP; pyridine / CH₂Cl₂ / 0 - 20 °C

5.1: 89 percent / K₂CO₃ / methanol / 20 °C

6.1: ozone / ethyl acetate / 0.12 h / -78 °C

7.1: NaBH₄ / methanol / 0.5 h / 0 °C

8.1: 980 mg / pyridine / CH₂Cl₂ / 5 h / 20 °C

With pyridine; dmap; sodium tetrahydroborate; water; sodium hydride; potassium carbonate; ozone; acetic acid; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/jo049084a