(2S,3R)-3-Hydroxymethyl-1-(9-phenyl-9H-fluoren-9-yl)-aziridine-2-carboxylic acid methyl ester

Base Information

• Chemical Name: (2S,3R)-3-Hydroxymethyl-1-(9-phenyl-9H-fluoren-9-yl)-aziridine-2-carboxylic acid methyl ester
• CAS No.: 125229-21-2
• Molecular Formula: C₂₄H₂₁NO₃
• Molecular Weight: 371.436
• Mol file: 125229-21-2.mol

Synonyms:(2S,3R)-3-Hydroxymethyl-1-(9-phenyl-9H-fluoren-9-yl)-aziridine-2-carboxylic acid methyl ester

Chemical Property of (2S,3R)-3-Hydroxymethyl-1-(9-phenyl-9H-fluoren-9-yl)-aziridine-2-carboxylic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,3R)-3-Hydroxymethyl-1-(9-phenyl-9H-fluoren-9-yl)-aziridine-2-carboxylic acid methyl ester

There total 4 articles about (2S,3R)-3-Hydroxymethyl-1-(9-phenyl-9H-fluoren-9-yl)-aziridine-2-carboxylic acid methyl ester 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:

Methyl (2S,3S)-2-<<(benzyloxy)carbonyl>amino>-3,4-epoxybutanoate (117751-79-8) → (2S,3R)-3-Hydroxymethyl-1-(9-phenyl-9H-fluoren-9-yl)-aziridine-2-carboxylic acid methyl ester (125229-21-2)

Guidance literature:

Multi-step reaction with 4 steps

1: 90 percent / H₂ / 10percent Pd/C / methanol / 760 Torr

2: 40 percent / aq.HClO₄

4: 1.) DBU, 2.) TsOH / 1.) RhCl(PPh)3 / 1.) EtOH; 2.) 18 h

With perchloric acid; hydrogen; toluene-4-sulfonic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; palladium on activated charcoal; RhCl(PPh₃)3; In methanol;

DOI:10.1021/jo00291a010

Reference yield:

(2S,3R)-3-Allyloxymethyl-1-(9-phenyl-9H-fluoren-9-yl)-aziridine-2-carboxylic acid methyl ester (125229-20-1) → (2S,3R)-3-Hydroxymethyl-1-(9-phenyl-9H-fluoren-9-yl)-aziridine-2-carboxylic acid methyl ester (125229-21-2)

Guidance literature:

With toluene-4-sulfonic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; RhCl(PPh₃)3; Yield given. Multistep reaction; 1.) EtOH; 2.) 18 h;

DOI:10.1021/jo00291a010

Reference yield:

Methyl (2S,3S)-2-<(tert-butoxycarbonyl)amino>-3,4-epoxybutanoate (125229-18-7) → (2S,3R)-3-Hydroxymethyl-1-(9-phenyl-9H-fluoren-9-yl)-aziridine-2-carboxylic acid methyl ester (125229-21-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 40 percent / aq.HClO₄

3: 1.) DBU, 2.) TsOH / 1.) RhCl(PPh)3 / 1.) EtOH; 2.) 18 h

With perchloric acid; toluene-4-sulfonic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; RhCl(PPh₃)3;

DOI:10.1021/jo00291a010

upstream raw materials:

(2S,3R)-3-Allyloxymethyl-1-(9-phenyl-9H-fluoren-9-yl)-aziridine-2-carboxylic acid methyl ester

Methyl (2S,3S)-2-<(tert-butoxycarbonyl)amino>-3,4-epoxybutanoate

(2S,3S)-4-Allyloxy-2-tert-butoxycarbonylamino-3-hydroxy-butyric acid methyl ester

Methyl (2S,3S)-2-<<(benzyloxy)carbonyl>amino>-3,4-epoxybutanoate

Downstream raw materials:

methyl (2S,3S)-3-[N-[1-benzenesulfonyl-4-methoxy-4-oxo-(2,3)-[N-(9-phenylfluoren-9-yl)aziridino]butyl]amino]-5-methoxymethoxy-4-methylbenzoate