(S)-3-phenyl-2-{(1S,2S,3R,5S)-2,6,6-trimethyl-2-[(S)-pyrrolidin-2-ylcarboxamido]bicyclo[3.1.1]heptan-3-ylcarboxamido}propanoic acid

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Chemical Name:(S)-3-phenyl-2-{(1S,2S,3R,5S)-2,6,6-trimethyl-2-[(S)-pyrrolidin-2-ylcarboxamido]bicyclo[3.1.1]heptan-3-ylcarboxamido}propanoic acid
CAS No.:1474047-56-7
Molecular Formula:C₂₅H₃₅N₃O₄
Molecular Weight:441.571
Hs Code.:

Synonyms:(S)-3-phenyl-2-{(1S,2S,3R,5S)-2,6,6-trimethyl-2-[(S)-pyrrolidin-2-ylcarboxamido]bicyclo[3.1.1]heptan-3-ylcarboxamido}propanoic acid

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Chemical Property of (S)-3-phenyl-2-{(1S,2S,3R,5S)-2,6,6-trimethyl-2-[(S)-pyrrolidin-2-ylcarboxamido]bicyclo[3.1.1]heptan-3-ylcarboxamido}propanoic acid

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Technology Process of (S)-3-phenyl-2-{(1S,2S,3R,5S)-2,6,6-trimethyl-2-[(S)-pyrrolidin-2-ylcarboxamido]bicyclo[3.1.1]heptan-3-ylcarboxamido}propanoic acid

There total 10 articles about (S)-3-phenyl-2-{(1S,2S,3R,5S)-2,6,6-trimethyl-2-[(S)-pyrrolidin-2-ylcarboxamido]bicyclo[3.1.1]heptan-3-ylcarboxamido}propanoic acid 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: 80.0%

: 1474047-55-6
(S)-2-{(1S,2S,3R,5S)-2-{(S)-1-[(benzyloxy)carbonyl]pyrrolidin-2-ylcarboxamido}-2,6,6-trimethylbicyclo[3.1.1]heptan-3-ylcarboxamido}-3-phenylpropanoic acid

: 1474047-56-7
(S)-3-phenyl-2-{(1S,2S,3R,5S)-2,6,6-trimethyl-2-[(S)-pyrrolidin-2-ylcarboxamido]bicyclo[3.1.1]heptan-3-ylcarboxamido}propanoic acid

Guidance literature:: With palladium 10% on activated carbon; hydrogen; In methanol; under 760.051 Torr;
DOI:10.1055/s-0033-1339291

Reference yield:

: 7785-70-8,25766-18-1
(+)-α-pinene

: 1474047-56-7
(S)-3-phenyl-2-{(1S,2S,3R,5S)-2,6,6-trimethyl-2-[(S)-pyrrolidin-2-ylcarboxamido]bicyclo[3.1.1]heptan-3-ylcarboxamido}propanoic acid

Guidance literature:: Multi-step reaction with 8 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

7.1: sodium hydroxide; water / methanol / 0.67 h / 70 °C / Microwave irradiation

8.1: palladium 10% on activated carbon; hydrogen / methanol / 760.05 Torr

With dmap; palladium 10% on activated carbon; water; hydrogen; triethylamine; trifluoroacetic acid; sodium hydroxide; lithium hydroxide; sodium sulfite; isobutyl chloroformate; In tetrahydrofuran; methanol; dichloromethane; acetonitrile;
DOI:10.1055/s-0033-1339291

Reference yield:

: 705949-07-1
C₁₆H₂₇NO₄

: 1474047-56-7
(S)-3-phenyl-2-{(1S,2S,3R,5S)-2,6,6-trimethyl-2-[(S)-pyrrolidin-2-ylcarboxamido]bicyclo[3.1.1]heptan-3-ylcarboxamido}propanoic acid

Guidance literature:: Multi-step reaction with 5 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

4.1: sodium hydroxide; water / methanol / 0.67 h / 70 °C / Microwave irradiation

5.1: palladium 10% on activated carbon; hydrogen / methanol / 760.05 Torr

With palladium 10% on activated carbon; water; hydrogen; triethylamine; trifluoroacetic acid; sodium hydroxide; isobutyl chloroformate; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1055/s-0033-1339291