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

Base Information

• Chemical Name: tert-butyl [(1S,2R)-2-(2-hydroxyethyl)cyclopropyl]carbamate
• CAS No.: 1338807-58-1
• Molecular Formula: C₁₀H₁₉NO₃
• Molecular Weight: 201.266
• Mol file: 1338807-58-1.mol

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

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

Chemical Property:

Purity/Quality:

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MSDS Files:

Useful:

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

There total 11 articles about tert-butyl [(1S,2R)-2-(2-hydroxyethyl)cyclopropyl]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: 90.0%

tert-butyl [(1S,2R)-2-(2-hydroxyethyl)cyclopropyl][(1R)-1-phenylethyl]carbamate (1338807-55-8) → tert-butyl [(1S,2R)-2-(2-hydroxyethyl)cyclopropyl]carbamate (1338807-58-1,171550-09-7)

Guidance literature:

With 20% palladium hydroxide on charcoal; hydrogen; In tetrahydrofuran; at 20 ℃; for 2h; under 760.051 Torr; Inert atmosphere;

DOI:10.1039/c1ob06095c

Reference yield: 30.0%

di-tert-butyl dicarbonate (24424-99-5) + 2-{(1R,2S)-2-(N-benzyl-N-[(1R)-1-phenylethyl]amino)cyclopropyl}ethanol (1338807-49-0) → tert-butyl [(1S,2R)-2-(2-hydroxyethyl)cyclopropyl]carbamate (1338807-58-1,171550-09-7) + tert-butyl [(1S,2R)-2-(2-hydroxyethyl)cyclopropyl][(1R)-1-phenylethyl]carbamate (1338807-55-8)

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:

(1R,2S)-1-(2-benzyloxy)ethyl-2-(t-buthoxycarbonyl)aminocyclopropane (1449741-42-7) → tert-butyl [(1S,2R)-2-(2-hydroxyethyl)cyclopropyl]carbamate (1338807-58-1,171550-09-7)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In tetrahydrofuran; methanol; at 20 ℃; for 3h; under 760.051 Torr;

DOI:10.1016/j.bmc.2013.06.063

upstream raw materials:

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

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

di-tert-butyl dicarbonate

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

Downstream raw materials:

(1R,2S)-trans-2-(t-buthoxycarbonyl)amino-1-(carboxymethyl)cyclopropane