N-benzyl-8α-formyl-7α-<<(tert-butyldimethylsilyl)oxy>methyl>-endo-ethylenetetrahydronorthebaine

Base Information

Chemical Name:N-benzyl-8α-formyl-7α-<<(tert-butyldimethylsilyl)oxy>methyl>-endo-ethylenetetrahydronorthebaine
CAS No.:110143-24-3
Molecular Formula:C₃₅H₄₅NO₅Si
Molecular Weight:587.832
Hs Code.:

Synonyms:N-benzyl-8α-formyl-7α-<<(tert-butyldimethylsilyl)oxy>methyl>-endo-ethylenetetrahydronorthebaine

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Chemical Property of N-benzyl-8α-formyl-7α-<<(tert-butyldimethylsilyl)oxy>methyl>-endo-ethylenetetrahydronorthebaine

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Technology Process of N-benzyl-8α-formyl-7α-<<(tert-butyldimethylsilyl)oxy>methyl>-endo-ethylenetetrahydronorthebaine

There total 5 articles about N-benzyl-8α-formyl-7α-<<(tert-butyldimethylsilyl)oxy>methyl>-endo-ethylenetetrahydronorthebaine 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: 97.0%

: 110173-66-5
C₃₅H₄₇NO₅Si

: 110143-24-3
N-benzyl-8α-formyl-7α-<<(tert-butyldimethylsilyl)oxy>methyl>-endo-ethylenetetrahydronorthebaine

Guidance literature:: With oxalyl dichloride; dimethyl sulfoxide; In dichloromethane; at -78 - -40 ℃; for 1h;
DOI:10.1021/jm00394a016

Reference yield:

: 93-97-0
benzoic acid anhydride

: 110143-24-3
N-benzyl-8α-formyl-7α-<<(tert-butyldimethylsilyl)oxy>methyl>-endo-ethylenetetrahydronorthebaine

Guidance literature:: Multi-step reaction with 5 steps

1: 84 percent / Et₃N / CH₂Cl₂ / Ambient temperature

2: 99 percent / benzene / 7 h / Heating

3: 64 percent / lithium aluminum hydride / tetrahydrofuran / 3 h / Heating

4: 1.) KH, 2.) n-BuLi

5: 97 percent / oxalyl chloride, DMSO / CH₂Cl₂ / 1 h / -78 - -40 °C

With lithium aluminium tetrahydride; n-butyllithium; oxalyl dichloride; potassium hydride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; dichloromethane; benzene;
DOI:10.1021/jm00394a016

Reference yield:

: 110173-63-2
N-benzoylnorthebaine

: 110143-24-3
N-benzyl-8α-formyl-7α-<<(tert-butyldimethylsilyl)oxy>methyl>-endo-ethylenetetrahydronorthebaine

Guidance literature:: Multi-step reaction with 4 steps

1: 99 percent / benzene / 7 h / Heating

2: 64 percent / lithium aluminum hydride / tetrahydrofuran / 3 h / Heating

3: 1.) KH, 2.) n-BuLi

4: 97 percent / oxalyl chloride, DMSO / CH₂Cl₂ / 1 h / -78 - -40 °C

With lithium aluminium tetrahydride; n-butyllithium; oxalyl dichloride; potassium hydride; dimethyl sulfoxide; In tetrahydrofuran; dichloromethane; benzene;
DOI:10.1021/jm00394a016