(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

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Chemical Name:(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
CAS No.:1474047-55-6
Molecular Formula:C₃₃H₄₁N₃O₆
Molecular Weight:575.705
Hs Code.:

(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

Synonyms:(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

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Chemical Property of (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

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Technology Process of (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

There total 9 articles about (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 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%

: 1474047-52-3
benzyl (S)-2-({(1S,2S,3R,5S)-3-{[(S)-1-methoxy-1-oxo-3-phenylpropan-2-yl]carbamoyl}-2,6,6-trimethylbicyclo[3.1.1]heptan-2-yl}carbamoyl)pyrrolidine-1-carboxylate

: 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

Guidance literature:: With water; sodium hydroxide; In methanol; at 70 ℃; for 0.666667h; Microwave irradiation;
DOI:10.1055/s-0033-1339291

Reference yield:

: 7785-70-8,25766-18-1
(+)-α-pinene

: 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

Guidance literature:: Multi-step reaction with 7 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

With dmap; water; 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

: 1474047-55-6
(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

Guidance literature:: Multi-step reaction with 4 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

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