benzyl (1R,3R)-3-hydroxy-2,2,3-trimethylcyclopentylcarbamate

Base Information

Chemical Name:benzyl (1R,3R)-3-hydroxy-2,2,3-trimethylcyclopentylcarbamate
CAS No.:1400689-19-1
Molecular Formula:C₁₆H₂₃NO₃
Molecular Weight:277.364
Hs Code.:

Synonyms:benzyl (1R,3R)-3-hydroxy-2,2,3-trimethylcyclopentylcarbamate

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Chemical Property of benzyl (1R,3R)-3-hydroxy-2,2,3-trimethylcyclopentylcarbamate

Chemical Property:

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Technology Process of benzyl (1R,3R)-3-hydroxy-2,2,3-trimethylcyclopentylcarbamate

There total 6 articles about benzyl (1R,3R)-3-hydroxy-2,2,3-trimethylcyclopentylcarbamate 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:

: (+/-)-benzyl trans-3-hydroxy-2,2,3-trimethylcyclopentylcarbamate

: 1400689-19-1
benzyl (1R,3R)-3-hydroxy-2,2,3-trimethylcyclopentylcarbamate

: benzyl (1S,3S)-3-hydroxy-2,2,3-trimethylcyclopentylcarbamate

Guidance literature:: With ChiralPak AD-H column; In methanol; carbon dioxide; at 40 ℃; Resolution of racemate;

Reference yield:

: 3883-58-7
2,2-dimethylcyclopentane-1,3-dione

: 1400689-19-1
benzyl (1R,3R)-3-hydroxy-2,2,3-trimethylcyclopentylcarbamate

: benzyl (1S,3S)-3-hydroxy-2,2,3-trimethylcyclopentylcarbamate

Guidance literature:: Multi-step reaction with 5 steps

1.1: cerium(III) chloride / diethyl ether; tetrahydrofuran / 0.5 h / -78 °C

1.2: 20 °C

2.1: hydroxylamine hydrochloride; sodium acetate / ethanol; water / 15 h / 80 °C

2.2: 20 °C / pH 2 - 3

3.1: sodium; propan-1-ol / 2 h / 80 °C

4.1: triethylamine / dichloromethane / 15 h / 0 - 20 °C / Resolution of racemate

5.1: ChiralPak AD-H column / carbon dioxide; methanol / 40 °C / Resolution of racemate

With propan-1-ol; cerium(III) chloride; hydroxylamine hydrochloride; sodium acetate; sodium; triethylamine; In tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; carbon dioxide; water;

Reference yield:

: 765-69-5
2-Methylcyclopentane-1,3-dione

: 1400689-19-1
benzyl (1R,3R)-3-hydroxy-2,2,3-trimethylcyclopentylcarbamate

: benzyl (1S,3S)-3-hydroxy-2,2,3-trimethylcyclopentylcarbamate

Guidance literature:: Multi-step reaction with 6 steps

1.1: potassium hydroxide / 1,4-dioxane; water / 11 h / Reflux

2.1: cerium(III) chloride / diethyl ether; tetrahydrofuran / 0.5 h / -78 °C

2.2: 20 °C

3.1: hydroxylamine hydrochloride; sodium acetate / ethanol; water / 15 h / 80 °C

3.2: 20 °C / pH 2 - 3

4.1: sodium; propan-1-ol / 2 h / 80 °C

5.1: triethylamine / dichloromethane / 15 h / 0 - 20 °C / Resolution of racemate

6.1: ChiralPak AD-H column / carbon dioxide; methanol / 40 °C / Resolution of racemate

With propan-1-ol; cerium(III) chloride; hydroxylamine hydrochloride; sodium acetate; sodium; triethylamine; potassium hydroxide; In tetrahydrofuran; 1,4-dioxane; methanol; diethyl ether; ethanol; dichloromethane; carbon dioxide; water;