benzyl (7S,8S,10R)-7-(aminomethyl)-10-methyl-8-propyl-1,5-dioxa-9-azaspiro[5.5]undecane-9-carboxylate

Base Information

Chemical Name:benzyl (7S,8S,10R)-7-(aminomethyl)-10-methyl-8-propyl-1,5-dioxa-9-azaspiro[5.5]undecane-9-carboxylate
CAS No.:1419075-30-1
Molecular Formula:C₂₁H₃₂N₂O₄
Molecular Weight:376.496
Hs Code.:

Synonyms:benzyl (7S,8S,10R)-7-(aminomethyl)-10-methyl-8-propyl-1,5-dioxa-9-azaspiro[5.5]undecane-9-carboxylate

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Chemical Property of benzyl (7S,8S,10R)-7-(aminomethyl)-10-methyl-8-propyl-1,5-dioxa-9-azaspiro[5.5]undecane-9-carboxylate

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Technology Process of benzyl (7S,8S,10R)-7-(aminomethyl)-10-methyl-8-propyl-1,5-dioxa-9-azaspiro[5.5]undecane-9-carboxylate

There total 9 articles about benzyl (7S,8S,10R)-7-(aminomethyl)-10-methyl-8-propyl-1,5-dioxa-9-azaspiro[5.5]undecane-9-carboxylate 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: 95.0%

: 1419075-29-8
benzyl (7S,8S,10R)-10-methyl-8-propyl-7-[(2,2,2-trifluoroacetamido)methyl]-1,5-dioxa-9-azaspiro[5.5]undecane-9-carboxylate

: 1419075-30-1
benzyl (7S,8S,10R)-7-(aminomethyl)-10-methyl-8-propyl-1,5-dioxa-9-azaspiro[5.5]undecane-9-carboxylate

Guidance literature:: With Amberlite IRA 401; In methanol;
DOI:10.1002/ejoc.201200919

Reference yield:

: 1350922-84-7
(R)-benzyl [1-(2-(2-aminoethyl)-1,3-dioxan-2-yl)propan-2-yl]carbamate

: 1419075-30-1
benzyl (7S,8S,10R)-7-(aminomethyl)-10-methyl-8-propyl-1,5-dioxa-9-azaspiro[5.5]undecane-9-carboxylate

Guidance literature:: Multi-step reaction with 6 steps

1.1: dmap; triethylamine / dichloromethane / 0 - 20 °C

1.2: 0.5 h / 0 - 20 °C

2.1: palladium 10% on activated carbon; ammonium formate / methanol / 3 h / Reflux

3.1: magnesium sulfate / dichloromethane / Reflux

3.2: 14 h / 40 °C

4.1: palladium 10% on activated carbon; ammonium formate / methanol / 2 h / Reflux

5.1: sodium carbonate / dichloromethane; water / 3 h / 20 °C

6.1: Amberlite IRA 401 / methanol

With dmap; palladium 10% on activated carbon; ammonium formate; sodium carbonate; magnesium sulfate; triethylamine; In methanol; dichloromethane; water; 3.1: |Mannich Aminomethylation;
DOI:10.1002/ejoc.201200919

Reference yield:

: (R)-benzyl [1-(2-(2,2,2-trifluoroacetamido)ethyl-1,3-dioxan-2-yl)propan-2-yl]carbamate

: 1419075-30-1
benzyl (7S,8S,10R)-7-(aminomethyl)-10-methyl-8-propyl-1,5-dioxa-9-azaspiro[5.5]undecane-9-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1.1: palladium 10% on activated carbon; ammonium formate / methanol / 3 h / Reflux

2.1: magnesium sulfate / dichloromethane / Reflux

2.2: 14 h / 40 °C

3.1: palladium 10% on activated carbon; ammonium formate / methanol / 2 h / Reflux

4.1: sodium carbonate / dichloromethane; water / 3 h / 20 °C

5.1: Amberlite IRA 401 / methanol

With palladium 10% on activated carbon; ammonium formate; sodium carbonate; magnesium sulfate; In methanol; dichloromethane; water; 2.1: |Mannich Aminomethylation;
DOI:10.1002/ejoc.201200919