(1R,2R)-2-(triphenylmethoxymethyl)-1-(N-methoxy-N-methyl)carbamoylcycropropane

Base Information

• Chemical Name: (1R,2R)-2-(triphenylmethoxymethyl)-1-(N-methoxy-N-methyl)carbamoylcycropropane
• CAS No.: 1449741-21-2
• Molecular Formula: C₂₆H₂₇NO₃
• Molecular Weight: 401.505
• Mol file: 1449741-21-2.mol

Synonyms:(1R,2R)-2-(triphenylmethoxymethyl)-1-(N-methoxy-N-methyl)carbamoylcycropropane

Chemical Property of (1R,2R)-2-(triphenylmethoxymethyl)-1-(N-methoxy-N-methyl)carbamoylcycropropane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1R,2R)-2-(triphenylmethoxymethyl)-1-(N-methoxy-N-methyl)carbamoylcycropropane

There total 3 articles about (1R,2R)-2-(triphenylmethoxymethyl)-1-(N-methoxy-N-methyl)carbamoylcycropropane 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%

(1R,2S)-2-(triphenylmethoxy)methyl-1-(N-methoxy-N-methyl)carbamoyl-1-phenylsulfonylcyclopropane (1449741-23-4) → (1R,2R)-2-(triphenylmethoxymethyl)-1-(N-methoxy-N-methyl)carbamoylcycropropane (1449741-21-2) + (1S,2R)-2-(triphenylmethoxymethyl)-1-(N-methoxy-N-methyl)carbamoylcycropropane (1449741-22-3)

Guidance literature:

With magnesium; In tetrahydrofuran; methanol; at 0 - 20 ℃; for 1.16667h;

DOI:10.1016/j.bmc.2013.06.063

Reference yield:

(1R,5S)-1-(phenylsulfonyl)-3-oxabicyclo[3.1.0]hexan-2-one (408348-28-7) → (1R,2R)-2-(triphenylmethoxymethyl)-1-(N-methoxy-N-methyl)carbamoylcycropropane (1449741-21-2)

Guidance literature:

Multi-step reaction with 2 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

With aluminum (III) chloride; magnesium; triethylamine; In tetrahydrofuran; methanol; dichloromethane;

DOI:10.1016/j.bmc.2013.06.063

Reference yield:

trityl chloride (76-83-5) → (1R,2R)-2-(triphenylmethoxymethyl)-1-(N-methoxy-N-methyl)carbamoylcycropropane (1449741-21-2)

Guidance literature:

Multi-step reaction with 2 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

With aluminum (III) chloride; magnesium; triethylamine; In tetrahydrofuran; methanol; dichloromethane;

DOI:10.1016/j.bmc.2013.06.063

upstream raw materials:

(1R,2S)-2-(triphenylmethoxy)methyl-1-(N-methoxy-N-methyl)carbamoyl-1-phenylsulfonylcyclopropane

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

trityl chloride

Downstream raw materials:

{(1R,2R)-2-[(trityloxy)methyl]cyclopropyl}methanol

N-tert-butoxycarbonyl[(1S,2S)-2-(aminomethyl)cyclopropyl]methanol

(1R,2R)-1-azidomethyl-2-(triphenylmethoxy)methylcyclopropane

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