(1R,2R)-1-(N-t-butoxycarbonyl)aminomethyl-2-(triphenylmethoxy)methylcyclopropane

Base Information

Chemical Name:(1R,2R)-1-(N-t-butoxycarbonyl)aminomethyl-2-(triphenylmethoxy)methylcyclopropane
CAS No.:1449741-28-9
Molecular Formula:C₂₉H₃₃NO₃
Molecular Weight:443.586
Hs Code.:

Synonyms:(1R,2R)-1-(N-t-butoxycarbonyl)aminomethyl-2-(triphenylmethoxy)methylcyclopropane

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Chemical Property of (1R,2R)-1-(N-t-butoxycarbonyl)aminomethyl-2-(triphenylmethoxy)methylcyclopropane

Chemical Property:

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Technology Process of (1R,2R)-1-(N-t-butoxycarbonyl)aminomethyl-2-(triphenylmethoxy)methylcyclopropane

There total 6 articles about (1R,2R)-1-(N-t-butoxycarbonyl)aminomethyl-2-(triphenylmethoxy)methylcyclopropane 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: 89.0%

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

: 1449741-27-8
(1R,2R)-1-azidomethyl-2-(triphenylmethoxy)methylcyclopropane

: 1449741-28-9
(1R,2R)-1-(N-t-butoxycarbonyl)aminomethyl-2-(triphenylmethoxy)methylcyclopropane

Guidance literature:: With palladium 10% on activated carbon; hydrogen; In tetrahydrofuran; methanol; for 14h; under 760.051 Torr;
DOI:10.1016/j.bmc.2013.06.063

Reference yield:

: 1449741-23-4
(1R,2S)-2-(triphenylmethoxy)methyl-1-(N-methoxy-N-methyl)carbamoyl-1-phenylsulfonylcyclopropane

: 1449741-28-9
(1R,2R)-1-(N-t-butoxycarbonyl)aminomethyl-2-(triphenylmethoxy)methylcyclopropane

Guidance literature:: Multi-step reaction with 4 steps

1.1: magnesium / methanol; tetrahydrofuran / 1.17 h / 0 - 20 °C

2.1: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / 0 °C

2.2: 5 h / 20 °C

3.1: triphenylphosphine; carbon tetrabromide / N,N-dimethyl-formamide / 0.67 h / 0 °C

3.2: 18 h / 20 °C

4.1: hydrogen; palladium 10% on activated carbon / methanol; tetrahydrofuran / 14 h / 760.05 Torr

With lithium aluminium tetrahydride; carbon tetrabromide; palladium 10% on activated carbon; hydrogen; magnesium; triphenylphosphine; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2013.06.063

Reference yield:

: 408348-28-7
(1R,5S)-1-(phenylsulfonyl)-3-oxabicyclo[3.1.0]hexan-2-one

: 1449741-28-9
(1R,2R)-1-(N-t-butoxycarbonyl)aminomethyl-2-(triphenylmethoxy)methylcyclopropane

Guidance literature:: Multi-step reaction with 5 steps

1.1: aluminum (III) chloride; triethylamine / dichloromethane / 5 h / 20 °C

1.2: 12 h / 20 °C

2.1: magnesium / methanol; tetrahydrofuran / 1.17 h / 0 - 20 °C

3.1: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / 0 °C

3.2: 5 h / 20 °C

4.1: triphenylphosphine; carbon tetrabromide / N,N-dimethyl-formamide / 0.67 h / 0 °C

4.2: 18 h / 20 °C

5.1: hydrogen; palladium 10% on activated carbon / methanol; tetrahydrofuran / 14 h / 760.05 Torr

With aluminum (III) chloride; lithium aluminium tetrahydride; carbon tetrabromide; palladium 10% on activated carbon; hydrogen; magnesium; triethylamine; triphenylphosphine; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2013.06.063