benzyl (S)-2-({(1S,2S,3R,5S)-3-{[(R)-3,3-dimethylbutan-2-yl]carbamoyl}-2,6,6-trimethylbicyclo[3.1.1]heptan-2-yl}carbamoyl)pyrrolidine-1-carboxylate

Base Information

Chemical Name:benzyl (S)-2-({(1S,2S,3R,5S)-3-{[(R)-3,3-dimethylbutan-2-yl]carbamoyl}-2,6,6-trimethylbicyclo[3.1.1]heptan-2-yl}carbamoyl)pyrrolidine-1-carboxylate
CAS No.:1474047-51-2
Molecular Formula:C₃₀H₄₅N₃O₄
Molecular Weight:511.705
Hs Code.:

Synonyms:benzyl (S)-2-({(1S,2S,3R,5S)-3-{[(R)-3,3-dimethylbutan-2-yl]carbamoyl}-2,6,6-trimethylbicyclo[3.1.1]heptan-2-yl}carbamoyl)pyrrolidine-1-carboxylate

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Chemical Property of benzyl (S)-2-({(1S,2S,3R,5S)-3-{[(R)-3,3-dimethylbutan-2-yl]carbamoyl}-2,6,6-trimethylbicyclo[3.1.1]heptan-2-yl}carbamoyl)pyrrolidine-1-carboxylate

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Technology Process of benzyl (S)-2-({(1S,2S,3R,5S)-3-{[(R)-3,3-dimethylbutan-2-yl]carbamoyl}-2,6,6-trimethylbicyclo[3.1.1]heptan-2-yl}carbamoyl)pyrrolidine-1-carboxylate

There total 7 articles about benzyl (S)-2-({(1S,2S,3R,5S)-3-{[(R)-3,3-dimethylbutan-2-yl]carbamoyl}-2,6,6-trimethylbicyclo[3.1.1]heptan-2-yl}carbamoyl)pyrrolidine-1-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: 30.0%

: 1474047-47-6
(1S,2S,3R,5S)-2-amino-N-[(R)-3,3-dimethylbutan-2-yl]-2,6,6-trimethylbicyclo[3.1.1]heptane-3-carboxamide

: 61350-60-5,61350-62-7,89705-40-8,106709-50-6
(S)-benzyloxycarbonyl-proline acid chloride

: 1474047-51-2
benzyl (S)-2-({(1S,2S,3R,5S)-3-{[(R)-3,3-dimethylbutan-2-yl]carbamoyl}-2,6,6-trimethylbicyclo[3.1.1]heptan-2-yl}carbamoyl)pyrrolidine-1-carboxylate

Guidance literature:: With triethylamine; In dichloromethane; at -20 - 20 ℃; for 18h;
DOI:10.1055/s-0033-1339291

Reference yield:

: 7785-70-8,25766-18-1
(+)-α-pinene

: 1474047-51-2
benzyl (S)-2-({(1S,2S,3R,5S)-3-{[(R)-3,3-dimethylbutan-2-yl]carbamoyl}-2,6,6-trimethylbicyclo[3.1.1]heptan-2-yl}carbamoyl)pyrrolidine-1-carboxylate

Guidance literature:: Multi-step reaction with 6 steps

1.1: sodium sulfite / 2 h

2.1: dmap / acetonitrile / 12 h / 20 °C

3.1: lithium hydroxide; water / tetrahydrofuran / 12 h / 20 °C

4.1: triethylamine; isobutyl chloroformate / tetrahydrofuran; dichloromethane / 1 h / -10 °C / Inert atmosphere

4.2: 20 h / -10 - 20 °C / Inert atmosphere

5.1: trifluoroacetic acid / dichloromethane / 2 h / 20 °C

6.1: triethylamine / dichloromethane / 18 h / -20 - 20 °C

With dmap; water; triethylamine; trifluoroacetic acid; lithium hydroxide; sodium sulfite; isobutyl chloroformate; In tetrahydrofuran; dichloromethane; acetonitrile;
DOI:10.1055/s-0033-1339291

Reference yield:

: 705949-07-1
C₁₆H₂₇NO₄

: 1474047-51-2
benzyl (S)-2-({(1S,2S,3R,5S)-3-{[(R)-3,3-dimethylbutan-2-yl]carbamoyl}-2,6,6-trimethylbicyclo[3.1.1]heptan-2-yl}carbamoyl)pyrrolidine-1-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: triethylamine; isobutyl chloroformate / tetrahydrofuran; dichloromethane / 1 h / -10 °C / Inert atmosphere

1.2: 20 h / -10 - 20 °C / Inert atmosphere

2.1: trifluoroacetic acid / dichloromethane / 2 h / 20 °C

3.1: triethylamine / dichloromethane / 18 h / -20 - 20 °C

With triethylamine; trifluoroacetic acid; isobutyl chloroformate; In tetrahydrofuran; dichloromethane;
DOI:10.1055/s-0033-1339291