tert-butyl [(1S,2R)-2-(2-hydroxyethyl)cyclopropyl][(1R)-1-phenylethyl]carbamate

Base Information

Chemical Name:tert-butyl [(1S,2R)-2-(2-hydroxyethyl)cyclopropyl][(1R)-1-phenylethyl]carbamate
CAS No.:1338807-55-8
Molecular Formula:C₁₈H₂₇NO₃
Molecular Weight:305.417
Hs Code.:

Synonyms:tert-butyl [(1S,2R)-2-(2-hydroxyethyl)cyclopropyl][(1R)-1-phenylethyl]carbamate

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Chemical Property of tert-butyl [(1S,2R)-2-(2-hydroxyethyl)cyclopropyl][(1R)-1-phenylethyl]carbamate

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Technology Process of tert-butyl [(1S,2R)-2-(2-hydroxyethyl)cyclopropyl][(1R)-1-phenylethyl]carbamate

There total 4 articles about tert-butyl [(1S,2R)-2-(2-hydroxyethyl)cyclopropyl][(1R)-1-phenylethyl]carbamate 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: 30.0%

: 24424-99-5
di-tert-butyl dicarbonate

: 1338807-49-0
2-{(1R,2S)-2-(N-benzyl-N-[(1R)-1-phenylethyl]amino)cyclopropyl}ethanol

: 1338807-58-1,171550-09-7
tert-butyl [(1S,2R)-2-(2-hydroxyethyl)cyclopropyl]carbamate

: 1338807-55-8
tert-butyl [(1S,2R)-2-(2-hydroxyethyl)cyclopropyl][(1R)-1-phenylethyl]carbamate

Guidance literature:: 2-{(1R,2S)-2-(N-benzyl-N-[(1R)-1-phenylethyl]amino)cyclopropyl}ethanol; With formic acid; palladium 10% on activated carbon; In methanol; for 4h; Reflux; Inert atmosphere;

di-tert-butyl dicarbonate; With sodium hydroxide; In methanol; water; at 0 - 20 ℃; pH=11; Inert atmosphere;
DOI:10.1039/c1ob06095c

Reference yield:

: 1338807-46-7
(1S,2R)-{N-benzyl-N-[(1R)-1-phenylethyl]}-2-vinylcyclopropanamine

: 1338807-55-8
tert-butyl [(1S,2R)-2-(2-hydroxyethyl)cyclopropyl][(1R)-1-phenylethyl]carbamate

Guidance literature:: Multi-step reaction with 2 steps

1.1: 9-bora-bicyclo[3.3.1]nonane / tetrahydrofuran / 0 - 20 °C / Inert atmosphere

1.2: 2 h / 20 °C / Inert atmosphere

2.1: palladium 10% on activated carbon; formic acid / methanol / 4 h / Reflux; Inert atmosphere

2.2: 0 - 20 °C / pH 11 / Inert atmosphere

With formic acid; palladium 10% on activated carbon; 9-bora-bicyclo[3.3.1]nonane; In tetrahydrofuran; methanol;
DOI:10.1039/c1ob06095c

Reference yield:

: 1338807-53-6
(R)-N-benzyl-N-(α-methylbenzyl)formamide

: 1338807-55-8
tert-butyl [(1S,2R)-2-(2-hydroxyethyl)cyclopropyl][(1R)-1-phenylethyl]carbamate

Guidance literature:: Multi-step reaction with 3 steps

1.1: methyltriisopropoxytitanium(IV) / tetrahydrofuran / 0 - 20 °C / Inert atmosphere

2.1: 9-bora-bicyclo[3.3.1]nonane / tetrahydrofuran / 0 - 20 °C / Inert atmosphere

2.2: 2 h / 20 °C / Inert atmosphere

3.1: palladium 10% on activated carbon; formic acid / methanol / 4 h / Reflux; Inert atmosphere

3.2: 0 - 20 °C / pH 11 / Inert atmosphere

With formic acid; palladium 10% on activated carbon; methyltriisopropoxytitanium(IV); 9-bora-bicyclo[3.3.1]nonane; In tetrahydrofuran; methanol; 1.1: Kulinkovich de Meijere reaction;
DOI:10.1039/c1ob06095c