3α-(1-azidobenzyloxy)-8-azabicyclo[3.2.1]octane-8-carboxylic acid tert-butyl ester

Base Information

Chemical Name:3α-(1-azidobenzyloxy)-8-azabicyclo[3.2.1]octane-8-carboxylic acid tert-butyl ester
CAS No.:797763-47-4
Molecular Formula:C₁₉H₂₆N₄O₃
Molecular Weight:358.44
Hs Code.:

Synonyms:3α-(1-azidobenzyloxy)-8-azabicyclo[3.2.1]octane-8-carboxylic acid tert-butyl ester

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Chemical Property of 3α-(1-azidobenzyloxy)-8-azabicyclo[3.2.1]octane-8-carboxylic acid tert-butyl ester

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Technology Process of 3α-(1-azidobenzyloxy)-8-azabicyclo[3.2.1]octane-8-carboxylic acid tert-butyl ester

There total 4 articles about 3α-(1-azidobenzyloxy)-8-azabicyclo[3.2.1]octane-8-carboxylic acid tert-butyl ester 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: 79.0%

: 797763-46-3
3α-benzyloxy-8-azabicyclo[3.2.1]octane-8-carboxylic acid tert-butyl ester

: 797763-47-4
3α-(1-azidobenzyloxy)-8-azabicyclo[3.2.1]octane-8-carboxylic acid tert-butyl ester

Guidance literature:: With [bis(acetoxy)iodo]benzene; trimethylsilylazide; In acetonitrile; at 0 - 25 ℃;
DOI:10.1039/b500037h

Reference yield:

: 538-09-0
nortropine

: 797763-47-4
3α-(1-azidobenzyloxy)-8-azabicyclo[3.2.1]octane-8-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: 6.14 g / aq. NaHCO₃ / acetone

2.1: NaH / dimethylformamide / 1 h / 20 °C

2.2: 85 percent / dimethylformamide / 24 h / 25 °C

3.1: 73 percent / ICl; NaN₃ / acetonitrile; dimethylformamide / 70 h / Heating

With sodium azide; Iodine monochloride; sodium hydride; sodium hydrogencarbonate; In N,N-dimethyl-formamide; acetone; acetonitrile;
DOI:10.1039/b405768f

Reference yield:

: 120-29-6
3-tropanol

: 797763-47-4
3α-(1-azidobenzyloxy)-8-azabicyclo[3.2.1]octane-8-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: 1-chloroethyl chloroformate / 1,2-dichloro-ethane / 1 h / Heating

1.2: MeOH / 0.75 h / Heating

2.1: 6.14 g / aq. NaHCO₃ / acetone

3.1: NaH / dimethylformamide / 1 h / 20 °C

3.2: 85 percent / dimethylformamide / 24 h / 25 °C

4.1: 73 percent / ICl; NaN₃ / acetonitrile; dimethylformamide / 70 h / Heating

With sodium azide; carbonochloridic acid 1-chloro-ethyl ester; Iodine monochloride; sodium hydride; sodium hydrogencarbonate; In 1,2-dichloro-ethane; N,N-dimethyl-formamide; acetone; acetonitrile;
DOI:10.1039/b405768f