(+)-(3aR)-N¹-benzylnoreseroline phenylcarbamate

Base Information

• Chemical Name: (+)-(3aR)-N¹-benzylnoreseroline phenylcarbamate
• CAS No.: 159652-56-9
• Molecular Formula: C₂₆H₂₇N₃O₂
• Molecular Weight: 413.519
• Mol file: 159652-56-9.mol

Synonyms:(+)-(3aR)-N¹-benzylnoreseroline phenylcarbamate

Chemical Property of (+)-(3aR)-N¹-benzylnoreseroline phenylcarbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (+)-(3aR)-N¹-benzylnoreseroline phenylcarbamate

There total 10 articles about (+)-(3aR)-N¹-benzylnoreseroline phenylcarbamate 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%

phenyl isocyanate (103-71-9) + (3aR,8aS)-1-Benzyl-3a,8-dimethyl-1,2,3,3a,8,8a-hexahydro-pyrrolo[2,3-b]indol-5-ol; compound with GENERIC INORGANIC NEUTRAL COMPONENT → (+)-(3aR)-N1-benzylnoreseroline phenylcarbamate (159652-56-9)

Guidance literature:

With sodium; In diethyl ether;

DOI:10.3987/com-03-s15

Reference yield:

(+)-(3aR)-N1-benzylnoreseromethole (164455-08-7) → (+)-(3aR)-N1-benzylnoreseroline phenylcarbamate (159652-56-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / BBr₃ / CH₂Cl₂

2: 90 percent / Na / diethyl ether

With sodium; boron tribromide; In diethyl ether; dichloromethane;

DOI:10.3987/com-03-s15

Reference yield:

1,3-dimethyl-5-hydroxyoxindole (1010-68-0,2291-50-1) → (+)-(3aR)-N1-benzylnoreseroline phenylcarbamate (159652-56-9)

Guidance literature:

Multi-step reaction with 6 steps

1.1: 51 percent / aq. KOH

2.1: 87 percent / (-)-cinchonidine p-trifluorobenzyl bromide; NaOH

3.1: LiAlH₄ / tetrahydrofuran

3.2: methanol

4.1: 80 percent / K₂CO₃ / dimethylformamide

5.1: 90 percent / BBr₃ / CH₂Cl₂

6.1: 90 percent / Na / diethyl ether

With potassium hydroxide; sodium hydroxide; lithium aluminium tetrahydride; (-)-cinchonidine p-trifluorobenzyl bromide; sodium; boron tribromide; potassium carbonate; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide;

DOI:10.3987/com-03-s15

upstream raw materials:

phenyl isocyanate

(+)-(3aR)-N¹-benzylnoreseroline

1,3-dimethyl-5-hydroxyoxindole

1,3-dimethyl-5-methoxyindolin-2-one

Refernces

• 1、 Pei, Xue-Feng,Greig, Nigel H.,Bi, Sheng,Brossi, Arnold,Toome, V.. "Inhibition of Human Acetylcholinesterase by Unnatural (+)-(3aR)-N1-Norphysostigmine and Arylcarbamate Analogues". . p. 265 - 270. Retrieved 2007/10/03.