tert-butyl (R,R)-2-[N⁽¹⁾-benzylpiperidin-2-yl]-4-methoxy-4-oxobutanoate

Base Information

Chemical Name:tert-butyl (R,R)-2-[N⁽¹⁾-benzylpiperidin-2-yl]-4-methoxy-4-oxobutanoate
CAS No.:1352429-50-5
Molecular Formula:C₂₁H₃₁NO₄
Molecular Weight:361.481
Hs Code.:

tert-butyl (R,R)-2-[N<sup>(1)</sup>-benzylpiperidin-2-yl]-4-methoxy-4-oxobutanoate

Synonyms:tert-butyl (R,R)-2-[N⁽¹⁾-benzylpiperidin-2-yl]-4-methoxy-4-oxobutanoate

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Chemical Property of tert-butyl (R,R)-2-[N⁽¹⁾-benzylpiperidin-2-yl]-4-methoxy-4-oxobutanoate

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Technology Process of tert-butyl (R,R)-2-[N⁽¹⁾-benzylpiperidin-2-yl]-4-methoxy-4-oxobutanoate

There total 8 articles about tert-butyl (R,R)-2-[N⁽¹⁾-benzylpiperidin-2-yl]-4-methoxy-4-oxobutanoate 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:

: 1227062-91-0
tert-butyl (R)-2-[N⁽¹⁾-benzylpiperidin-2-yl]acetate

: 96-32-2
bromoacetic acid methyl ester

: tert-butyl (R,R)-2-[N⁽¹⁾-benzylpiperidin-2-yl]-4-methoxy-4-oxobutanoate

: 1352429-50-5
tert-butyl (R,R)-2-[N⁽¹⁾-benzylpiperidin-2-yl]-4-methoxy-4-oxobutanoate

Guidance literature:: tert-butyl (R)-2-[N⁽¹⁾-benzylpiperidin-2-yl]acetate; With LiTMP; In tetrahydrofuran; at -78 ℃;

bromoacetic acid methyl ester; In tetrahydrofuran; at -78 - 20 ℃; for 16h; optical yield given as %de;
DOI:10.1055/S-0029-1219346

Reference yield:

: 27784-76-5
tert-butyl diethylphosphonoacetate

: tert-butyl (R,R)-2-[N⁽¹⁾-benzylpiperidin-2-yl]-4-methoxy-4-oxobutanoate

: 1352429-50-5
tert-butyl (R,R)-2-[N⁽¹⁾-benzylpiperidin-2-yl]-4-methoxy-4-oxobutanoate

Guidance literature:: Multi-step reaction with 5 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 °C / Inert atmosphere

1.2: 16 h / -78 - 20 °C / Inert atmosphere

1.3: 20 °C

2.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 °C / Inert atmosphere

2.2: 2 h / -78 °C / Inert atmosphere

3.1: 1H-imidazole; iodine; triphenylphosphine / toluene; acetonitrile / 16 h / 65 °C

4.1: silver tetrafluoroborate / 16 h / 80 °C

5.1: 2,2,6,6-tetramethylpiperidinyl-lithium / tetrahydrofuran; hexane / 1 h / -78 °C / Inert atmosphere

5.2: 16 h / -78 - 20 °C / Inert atmosphere

5.3: 20 °C

With 1H-imidazole; silver tetrafluoroborate; n-butyllithium; 2,2,6,6-tetramethylpiperidinyl-lithium; iodine; triphenylphosphine; In tetrahydrofuran; hexane; toluene; acetonitrile;
DOI:10.1016/j.tet.2011.09.038

Reference yield:

: 117471-84-8
1,1-dimethylethyl (E)-7-hydroxyhept-2-enoate

: tert-butyl (R,R)-2-[N⁽¹⁾-benzylpiperidin-2-yl]-4-methoxy-4-oxobutanoate

: 1352429-50-5
tert-butyl (R,R)-2-[N⁽¹⁾-benzylpiperidin-2-yl]-4-methoxy-4-oxobutanoate

Guidance literature:: Multi-step reaction with 4 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 °C / Inert atmosphere

1.2: 2 h / -78 °C / Inert atmosphere

2.1: 1H-imidazole; iodine; triphenylphosphine / toluene; acetonitrile / 16 h / 65 °C

3.1: silver tetrafluoroborate / 16 h / 80 °C

4.1: 2,2,6,6-tetramethylpiperidinyl-lithium / tetrahydrofuran; hexane / 1 h / -78 °C / Inert atmosphere

4.2: 16 h / -78 - 20 °C / Inert atmosphere

4.3: 20 °C

With 1H-imidazole; silver tetrafluoroborate; n-butyllithium; 2,2,6,6-tetramethylpiperidinyl-lithium; iodine; triphenylphosphine; In tetrahydrofuran; hexane; toluene; acetonitrile;
DOI:10.1016/j.tet.2011.09.038