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

Base Information

• Chemical Name: (1S,2R)-2-(triphenylmethoxy)methyl-1-(N-methoxy-N-methyl)carbamoyl-1-phenylsulfonylcyclopropane
• CAS No.: 1449741-24-5
• Molecular Formula: C₃₂H₃₁NO₅S
• Molecular Weight: 541.668
• Mol file: 1449741-24-5.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 1 articles about (1S,2R)-2-(triphenylmethoxy)methyl-1-(N-methoxy-N-methyl)carbamoyl-1-phenylsulfonylcyclopropane 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:

N,O-dimethylhydroxylamine*hydrochloride (6638-79-5) + trityl chloride (76-83-5) + (1S,5R)-2-oxo-1-phenylsulfonyl-3-oxabicyclo[3.1.0]hexane (409307-02-4) → (1S,2R)-2-(triphenylmethoxy)methyl-1-(N-methoxy-N-methyl)carbamoyl-1-phenylsulfonylcyclopropane (1449741-24-5)

Guidance literature:

N,O-dimethylhydroxylamine*hydrochloride; (1S,5R)-2-oxo-1-phenylsulfonyl-3-oxabicyclo[3.1.0]hexane; With aluminum (III) chloride; triethylamine; In dichloromethane; at 20 ℃; for 5h;

trityl chloride; With pyridine; In dichloromethane; at 20 ℃; for 12h;

DOI:10.1016/j.bmc.2013.06.063

Reference yield:

(1S,2R)-2-(triphenylmethoxy)methyl-1-(N-methoxy-N-methyl)carbamoyl-1-phenylsulfonylcyclopropane (1449741-24-5) → (1S,2S)-2-(triphenylmethoxymethyl)-1-(N-methoxy-N-methyl)carbamoylcycropropane (1449741-25-6) + (1R,2S)-2-(triphenylmethoxymethyl)-1-(N-methoxy-N-methyl)carbamoylcycropropane (1449741-26-7)

Guidance literature:

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

DOI:10.1016/j.bmc.2013.06.063

Reference yield:

(1S,2R)-2-(triphenylmethoxy)methyl-1-(N-methoxy-N-methyl)carbamoyl-1-phenylsulfonylcyclopropane (1449741-24-5) → (1R,2S)-1-azidomethyl-2-(triphenylmethoxy)methylcyclopropane (1449741-32-5)

Guidance literature:

Multi-step reaction with 3 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

With lithium aluminium tetrahydride; carbon tetrabromide; magnesium; triphenylphosphine; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;

DOI:10.1016/j.bmc.2013.06.063

upstream raw materials:

N,O-dimethylhydroxylamine*hydrochloride

trityl chloride

(1S,5R)-2-oxo-1-phenylsulfonyl-3-oxabicyclo[3.1.0]hexane

Downstream raw materials:

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

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

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

((1R,2R)-2-Hydroxymethyl-cyclopropylmethyl)-carbamic acid tert-butyl ester