(3R,4S)-N-p-toluenesulfonyl-3,4-dihydroxy-hexahydroazepine

Base Information

• Chemical Name: (3R,4S)-N-p-toluenesulfonyl-3,4-dihydroxy-hexahydroazepine
• CAS No.: 200340-07-4
• Molecular Formula: C₁₃H₁₉NO₄S
• Molecular Weight: 285.364
• Mol file: 200340-07-4.mol

Synonyms:(3R,4S)-N-p-toluenesulfonyl-3,4-dihydroxy-hexahydroazepine

Chemical Property of (3R,4S)-N-p-toluenesulfonyl-3,4-dihydroxy-hexahydroazepine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3R,4S)-N-p-toluenesulfonyl-3,4-dihydroxy-hexahydroazepine

There total 2 articles about (3R,4S)-N-p-toluenesulfonyl-3,4-dihydroxy-hexahydroazepine 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: 90.0%

(3aR,8aS)-2,2-Dimethyl-5-(toluene-4-sulfonyl)-hexahydro-[1,3]dioxolo[4,5-c]azepine (200339-98-6) → (3R,4S)-N-p-toluenesulfonyl-3,4-dihydroxy-hexahydroazepine (200340-07-4)

Guidance literature:

With hydrogenchloride; In methanol; for 1h; Ambient temperature;

DOI:10.1016/S0040-4020(97)10139-9

Reference yield:

(5S,6R)-5,6-O-isopropylidene-azepane-2-one (200339-89-5) → (3R,4S)-N-p-toluenesulfonyl-3,4-dihydroxy-hexahydroazepine (200340-07-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) LiAlH₄ / 1.) THF, room temperature, 2 h, 2.) Py, -20 deg C, 1 h

2: 90 percent / 5percent HCl / methanol / 1 h / Ambient temperature

With hydrogenchloride; lithium aluminium tetrahydride; In methanol;

DOI:10.1016/S0040-4020(97)10139-9

Reference yield: 85.0%

benzaldehyde dimethyl acetal (1125-88-8) + (3R,4S)-N-p-toluenesulfonyl-3,4-dihydroxy-hexahydroazepine (200340-07-4) → (3aR,8aS)-2-Phenyl-5-(toluene-4-sulfonyl)-hexahydro-[1,3]dioxolo[4,5-c]azepine (200340-11-0)

Guidance literature:

With toluene-4-sulfonic acid; for 0.5h; Ambient temperature;

DOI:10.1016/S0040-4020(97)10139-9

upstream raw materials:

(3aR,8aS)-2,2-Dimethyl-5-(toluene-4-sulfonyl)-hexahydro-[1,3]dioxolo[4,5-c]azepine

(5S,6R)-5,6-O-isopropylidene-azepane-2-one

Downstream raw materials:

(3aR,8aS)-2-Phenyl-5-(toluene-4-sulfonyl)-hexahydro-[1,3]dioxolo[4,5-c]azepine

(3aR,8aS)-5-(Toluene-4-sulfonyl)-hexahydro-1,3-dioxa-2-thia-5-aza-azulene 2,2-dioxide

(3S,4S)-N-p-toluenesulfonyl-4-azido-3-hydroxy-hexahydroazepine

(3S,4R)-N-p-toluenesulfonyl-3,4-epoxy-hexahydroazepine

Refernces