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

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-propyl propionate
• CAS No.: 205691-90-3
• Molecular Formula: C₂₇H₃₅NO₄S
• Molecular Weight: 469.645

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

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

Chemical Property:

Purity/Quality:

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

There total 5 articles about (1R,2S)-2-(N-methyl-N-(1,2,3,4,5,6,7,8-octahydro-9-anthracenesulfonyl)amino)-1-phenyl-1-propyl propionate 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: 96.0%

propionyl chloride (79-03-8) + (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) → (1R,2S)-2-(N-methyl-N-(1,2,3,4,5,6,7,8-octahydro-9-anthracenesulfonyl)amino)-1-phenyl-1-propyl propionate (205691-90-3)

Guidance literature:

With pyridine; In dichloromethane;

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

Reference yield:

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-propyl propionate (205691-90-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / triethylamine / CH₂Cl₂ / 1 h / 0 - 20 °C

2: pyridine / CH₂Cl₂ / 20 °C

With pyridine; triethylamine; In dichloromethane;

DOI:10.1021/jo0257896

Reference yield:

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

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / triethylamine / CH₂Cl₂ / 1 h / 0 - 20 °C

2: pyridine / CH₂Cl₂ / 20 °C

With pyridine; triethylamine; In dichloromethane;

DOI:10.1021/jo0257896

upstream raw materials:

propionyl chloride

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

(1R,2S)-norephedrine

ephedrine

Downstream raw materials:

(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

(E)-(2R,3S)-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-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

(2R,3R)-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

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