tert-butyl [(1S,5R,6R)-6-aminomethyl-3-ethylbicyclo[3.2.0]hept-3-en-6-yl]acetate L-mandelate

Base Information

Chemical Name:tert-butyl [(1S,5R,6R)-6-aminomethyl-3-ethylbicyclo[3.2.0]hept-3-en-6-yl]acetate L-mandelate
CAS No.:1246542-69-7
Molecular Formula:C₈H₈O₃*C₁₆H₂₇NO₂
Molecular Weight:417.546
Hs Code.:

Synonyms:tert-butyl [(1S,5R,6R)-6-aminomethyl-3-ethylbicyclo[3.2.0]hept-3-en-6-yl]acetate L-mandelate

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Chemical Property of tert-butyl [(1S,5R,6R)-6-aminomethyl-3-ethylbicyclo[3.2.0]hept-3-en-6-yl]acetate L-mandelate

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Technology Process of tert-butyl [(1S,5R,6R)-6-aminomethyl-3-ethylbicyclo[3.2.0]hept-3-en-6-yl]acetate L-mandelate

There total 10 articles about tert-butyl [(1S,5R,6R)-6-aminomethyl-3-ethylbicyclo[3.2.0]hept-3-en-6-yl]acetate L-mandelate 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: 30.4%

: 17199-29-0
(S)-Mandelic acid

: tert-butyl [(1R*,5S*,6S*)-6-aminomethyl-3-ethylbicyclo[3.2.0]hept-3-en-6-yl]acetate

: 1246542-69-7
tert-butyl [(1S,5R,6R)-6-aminomethyl-3-ethylbicyclo[3.2.0]hept-3-en-6-yl]acetate L-mandelate

Guidance literature:: In acetonitrile; at 20 ℃;

Reference yield:

: 3249-68-1
ethyl butyroyl acetate

: 1246542-69-7
tert-butyl [(1S,5R,6R)-6-aminomethyl-3-ethylbicyclo[3.2.0]hept-3-en-6-yl]acetate L-mandelate

Guidance literature:: Multi-step reaction with 10 steps

1.1: sodium hydride / tetrahydrofuran / 0.17 h / Cooling with ice

1.2: Cooling with ice

1.3: 5 h / 20 °C / Cooling with ice

2.1: sodium tetrahydroborate / ethanol / 2 h / Cooling with ice

2.2: 0.5 h

3.1: potassium hydroxide / methanol / 20 °C

3.3: Cooling with ice

4.1: acetic anhydride; potassium acetate / acetic anhydride / 10.17 h / 20 °C / Reflux

5.1: sodium hydride / toluene; tetrahydrofuran; mineral oil / 1 h / Cooling with ice

6.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / 7 h / 50 - 60 °C

7.1: hydrogen / Raney nickel / ethanol / 12 h / 20 °C

8.1: ethyl acetate / 3 h / 20 °C

9.1: sodium hydrogencarbonate / ethyl acetate; water

10.1: acetonitrile / 20 °C

With sodium tetrahydroborate; hydrogen; potassium acetate; acetic anhydride; sodium hydride; sodium hydrogencarbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; potassium hydroxide; Raney nickel; In tetrahydrofuran; methanol; ethanol; water; acetic anhydride; ethyl acetate; toluene; acetonitrile; mineral oil;

Reference yield:

: 1138245-50-7
tert-butyl 3-ethylbicyclo[3.2.0]hept-3-en-6-ylideneacetate

: 1246542-69-7
tert-butyl [(1S,5R,6R)-6-aminomethyl-3-ethylbicyclo[3.2.0]hept-3-en-6-yl]acetate L-mandelate

Guidance literature:: Multi-step reaction with 5 steps

1: 1,8-diazabicyclo[5.4.0]undec-7-ene / 7 h / 50 - 60 °C

2: hydrogen / Raney nickel / ethanol / 12 h / 20 °C

3: ethyl acetate / 3 h / 20 °C

4: sodium hydrogencarbonate / ethyl acetate; water

5: acetonitrile / 20 °C

With hydrogen; sodium hydrogencarbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; Raney nickel; In ethanol; water; ethyl acetate; acetonitrile;