(1R,2S)-2-(N-methyl-N-(1,2,3,4,5,6,7,8-octahydro-9-anthracenesulfonyl))amino-1-phenyl-1-propanol

Base Information

• Chemical Name: (1R,2S)-2-(N-methyl-N-(1,2,3,4,5,6,7,8-octahydro-9-anthracenesulfonyl))amino-1-phenyl-1-propanol
• CAS No.: 205691-91-4
• Molecular Formula: C₂₄H₃₁NO₃S
• Molecular Weight: 413.581
• Mol file: 205691-91-4.mol

Synonyms:(1R,2S)-2-(N-methyl-N-(1,2,3,4,5,6,7,8-octahydro-9-anthracenesulfonyl))amino-1-phenyl-1-propanol

Chemical Property of (1R,2S)-2-(N-methyl-N-(1,2,3,4,5,6,7,8-octahydro-9-anthracenesulfonyl))amino-1-phenyl-1-propanol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1R,2S)-2-(N-methyl-N-(1,2,3,4,5,6,7,8-octahydro-9-anthracenesulfonyl))amino-1-phenyl-1-propanol

There total 4 articles about (1R,2S)-2-(N-methyl-N-(1,2,3,4,5,6,7,8-octahydro-9-anthracenesulfonyl))amino-1-phenyl-1-propanol 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: 100.0%

ephedrine (299-42-3,7009-81-6,90-83-5,6912-63-6) + 1,2,3,4,5,6,7,8-octahydro-9-anthracenesulfonyl chloride (130881-18-4) → (1R,2S)-2-(N-methyl-N-(1,2,3,4,5,6,7,8-octahydro-9-anthracenesulfonyl))amino-1-phenyl-1-propanol (205691-91-4)

Guidance literature:

With triethylamine; In dichloromethane; for 2h; Ambient temperature;

DOI:10.1016/S0040-4039(98)00123-3

Reference yield:

(1R,2S)-2-(N-(1,2,3,4,5,6,7,8-octahydro-9-anthracenesulfonyl)amino)-1-phenyl-1-propanol + methyl iodide (74-88-4) → (1R,2S)-2-(N-methyl-N-(1,2,3,4,5,6,7,8-octahydro-9-anthracenesulfonyl))amino-1-phenyl-1-propanol (205691-91-4)

Guidance literature:

With potassium tert-butylate; In N,N-dimethyl-formamide; at 20 ℃; for 3h;

DOI:10.1021/jo0257896

Reference yield:

(1R,2S)-norephedrine (492-41-1,58550-13-3,757124-50-8) → (1R,2S)-2-(N-methyl-N-(1,2,3,4,5,6,7,8-octahydro-9-anthracenesulfonyl))amino-1-phenyl-1-propanol (205691-91-4)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / CH₂Cl₂ / 0 - 20 °C

2: t-BuOK / dimethylformamide / 3 h / 20 °C

With potassium tert-butylate; triethylamine; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jo0257896

upstream raw materials:

ephedrine

1,2,3,4,5,6,7,8-octahydro-9-anthracenesulfonyl chloride

methyl iodide

(1R,2S)-norephedrine

Downstream raw materials:

(1R,2S)-2-(N-methyl-N-(1,2,3,4,5,6,7,8-octahydro-9-anthracenesulfonyl)amino)-1-phenyl-1-propyl propionate

(2R,3S)-3-Hydroxy-2-methyl-3-phenyl-propionic acid (1R,2S)-2-[methyl-(1,2,3,4,5,6,7,8-octahydro-anthracene-9-sulfonyl)-amino]-1-phenyl-propyl ester

(E)-(2R,3R)-3-Hydroxy-2-methyl-hex-4-enoic acid (1R,2S)-2-[methyl-(1,2,3,4,5,6,7,8-octahydro-anthracene-9-sulfonyl)-amino]-1-phenyl-propyl ester

(2R,3S)-3-Hydroxy-2,4,4-trimethyl-pentanoic acid (1R,2S)-2-[methyl-(1,2,3,4,5,6,7,8-octahydro-anthracene-9-sulfonyl)-amino]-1-phenyl-propyl ester