(1S,2S,3R,5S)-2-{(S)-1-[(benzyloxy)carbonyl]pyrrolidin-2-ylcarboxamido}-2,6,6-trimethylbicyclo[3.1.1]heptane-3-carboxylic acid

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Chemical Name:(1S,2S,3R,5S)-2-{(S)-1-[(benzyloxy)carbonyl]pyrrolidin-2-ylcarboxamido}-2,6,6-trimethylbicyclo[3.1.1]heptane-3-carboxylic acid
CAS No.:1474047-54-5
Molecular Formula:C₂₄H₃₂N₂O₅
Molecular Weight:428.528
Hs Code.:

Synonyms:(1S,2S,3R,5S)-2-{(S)-1-[(benzyloxy)carbonyl]pyrrolidin-2-ylcarboxamido}-2,6,6-trimethylbicyclo[3.1.1]heptane-3-carboxylic acid

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Chemical Property of (1S,2S,3R,5S)-2-{(S)-1-[(benzyloxy)carbonyl]pyrrolidin-2-ylcarboxamido}-2,6,6-trimethylbicyclo[3.1.1]heptane-3-carboxylic acid

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Technology Process of (1S,2S,3R,5S)-2-{(S)-1-[(benzyloxy)carbonyl]pyrrolidin-2-ylcarboxamido}-2,6,6-trimethylbicyclo[3.1.1]heptane-3-carboxylic acid

There total 6 articles about (1S,2S,3R,5S)-2-{(S)-1-[(benzyloxy)carbonyl]pyrrolidin-2-ylcarboxamido}-2,6,6-trimethylbicyclo[3.1.1]heptane-3-carboxylic 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%

: 1474047-53-4
benzyl (S)-2-{[(1S,2S,3R,5S)-3-(methoxycarbonyl)-2,6,6-trimethylbicyclo[3.1.1]heptan-2-yl]carbamoyl}pyrrolidine-1-carboxylate

: 1474047-54-5
(1S,2S,3R,5S)-2-{(S)-1-[(benzyloxy)carbonyl]pyrrolidin-2-ylcarboxamido}-2,6,6-trimethylbicyclo[3.1.1]heptane-3-carboxylic acid

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

Reference yield:

: 7785-70-8,25766-18-1
(+)-α-pinene

: 1474047-54-5
(1S,2S,3R,5S)-2-{(S)-1-[(benzyloxy)carbonyl]pyrrolidin-2-ylcarboxamido}-2,6,6-trimethylbicyclo[3.1.1]heptane-3-carboxylic acid

Guidance literature:: Multi-step reaction with 4 steps

1: sodium sulfite / 2 h

2: hydrogenchloride / 1.5 h / 80 °C / Microwave irradiation

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

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

With hydrogenchloride; water; triethylamine; sodium hydroxide; sodium sulfite; In dichloromethane;
DOI:10.1055/s-0033-1339291

Reference yield:

: 705949-09-3,705949-02-6
C₁₂H₂₁NO₂

: 1474047-54-5
(1S,2S,3R,5S)-2-{(S)-1-[(benzyloxy)carbonyl]pyrrolidin-2-ylcarboxamido}-2,6,6-trimethylbicyclo[3.1.1]heptane-3-carboxylic acid

Guidance literature:: Multi-step reaction with 2 steps

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

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

With water; triethylamine; sodium hydroxide; In dichloromethane;
DOI:10.1055/s-0033-1339291