Morpholine, 4-[(2S)-2-[[(4-methylphenyl)sulfonyl]oxy]-1-oxopropyl]-

Base Information

• Chemical Name: Morpholine, 4-[(2S)-2-[[(4-methylphenyl)sulfonyl]oxy]-1-oxopropyl]-
• CAS No.: 295788-49-7
• Molecular Formula: C14H19NO5S
• Molecular Weight: 313.375
• Mol file: 295788-49-7.mol

Synonyms:

Chemical Property of Morpholine, 4-[(2S)-2-[[(4-methylphenyl)sulfonyl]oxy]-1-oxopropyl]-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Morpholine, 4-[(2S)-2-[[(4-methylphenyl)sulfonyl]oxy]-1-oxopropyl]-

There total 1 articles about Morpholine, 4-[(2S)-2-[[(4-methylphenyl)sulfonyl]oxy]-1-oxopropyl]- 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-((2S)-2-Hydroxypropanoyl)morpholine (146432-17-9) + p-toluenesulfonyl chloride (98-59-9) → N-((2S)-2-p-toluenosulfonyloxypropanoyl)morpholine (295788-49-7)

Guidance literature:

N-((2S)-2-Hydroxypropanoyl)morpholine; With sodium hydride; In tetrahydrofuran; at 0 - 50 ℃;

p-toluenesulfonyl chloride; In tetrahydrofuran; at 0 - 5 ℃; for 2h; Further stages.;

DOI:10.1021/jm020239l

Reference yield:

N-((2S)-2-p-toluenosulfonyloxypropanoyl)morpholine (295788-49-7) → 2-((R)-1-morpholinocarbonylethoxy)-4-tert-butoxycarbonylaminomethylaniline (295788-55-5)

Guidance literature:

Multi-step reaction with 6 steps

1: K₂CO₃ / dimethylformamide / 6 h / 50 °C

2: Et₃N / CH₂Cl₂ / 0.67 h / 0 °C

3: 73.6 g / dimethylformamide / 1.5 h / 20 °C

4: 92 percent / N₂H₄*H₂O; p-TsOH*H₂O / tetrahydrofuran / 6 h / Heating

5: 93 percent / ethyl acetate / 1 h / 20 °C

6: 100 percent / H₂ / 10 percent Pd/C contd. 50 percent water / ethyl acetate / 3 h / 20 °C / atmospheric pressure

With hydrogen; potassium carbonate; toluene-4-sulfonic acid; hydrazine hydrate; triethylamine; 10 percent Pd/C contd. 50 percent water; In tetrahydrofuran; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1021/jm020239l

Reference yield:

N-((2S)-2-p-toluenosulfonyloxypropanoyl)morpholine (295788-49-7) → methyl (3S)-7-chloro-3-(2-((1R)-1-morpholinocarbonylethoxy)-4-tert-butoxycarbonylaminomethylphenyl)aminocarbonylmethyl-1,3,4,5-tetrahydrobenz[cd]indole-2-carboxylate (295788-57-7)

Guidance literature:

Multi-step reaction with 7 steps

1: K₂CO₃ / dimethylformamide / 6 h / 50 °C

2: Et₃N / CH₂Cl₂ / 0.67 h / 0 °C

3: 73.6 g / dimethylformamide / 1.5 h / 20 °C

4: 92 percent / N₂H₄*H₂O; p-TsOH*H₂O / tetrahydrofuran / 6 h / Heating

5: 93 percent / ethyl acetate / 1 h / 20 °C

6: 100 percent / H₂ / 10 percent Pd/C contd. 50 percent water / ethyl acetate / 3 h / 20 °C / atmospheric pressure

7: 83.0 g / Et₃N / ethyl acetate / 2 h / 0 - 20 °C

With hydrogen; potassium carbonate; toluene-4-sulfonic acid; hydrazine hydrate; triethylamine; 10 percent Pd/C contd. 50 percent water; In tetrahydrofuran; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1021/jm020239l

upstream raw materials:

N-((2S)-2-Hydroxypropanoyl)morpholine

p-toluenesulfonyl chloride

Downstream raw materials:

2-((R)-1-morpholinocarbonylethoxy)-4-hydroxymethylnitrobenzene

2-((R)-1-morpholinocarbonylethoxy)-4-aminomethylnitrobenzene

2-((R)-1-morpholinocarbonylethoxy)-4-methanesulfonyloxymethylnitrobenzene

2-((R)-1-morpholinocarbonylethoxy)-4-tert-butoxycarbonylaminomethylaniline