N-<(1R,2R,3S,4S)-2-hydroxy-1,7,7-trimethylbicyclo<2.2.1>heptan-3-yl>-2<(S)-1-benzyloxycarbonyl>prolinamide

Base Information

• Chemical Name: N-<(1R,2R,3S,4S)-2-hydroxy-1,7,7-trimethylbicyclo<2.2.1>heptan-3-yl>-2<(S)-1-benzyloxycarbonyl>prolinamide
• CAS No.: 127393-14-0
• Molecular Formula: C₂₃H₃₂N₂O₄
• Molecular Weight: 400.518
• Mol file: 127393-14-0.mol

Synonyms:N-<(1R,2R,3S,4S)-2-hydroxy-1,7,7-trimethylbicyclo<2.2.1>heptan-3-yl>-2<(S)-1-benzyloxycarbonyl>prolinamide

Chemical Property of N-<(1R,2R,3S,4S)-2-hydroxy-1,7,7-trimethylbicyclo<2.2.1>heptan-3-yl>-2<(S)-1-benzyloxycarbonyl>prolinamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-<(1R,2R,3S,4S)-2-hydroxy-1,7,7-trimethylbicyclo<2.2.1>heptan-3-yl>-2<(S)-1-benzyloxycarbonyl>prolinamide

There total 2 articles about N-<(1R,2R,3S,4S)-2-hydroxy-1,7,7-trimethylbicyclo<2.2.1>heptan-3-yl>-2<(S)-1-benzyloxycarbonyl>prolinamide 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: 71.0%

(1R,2R,3S,4S)-3-Amino-1,7,7-trimethyl-bicyclo[2.2.1]heptan-2-ol (29900-93-4) + N-Benzyloxycarbonyl-L-proline (1148-11-4) → N-<(1R,2R,3S,4S)-2-hydroxy-1,7,7-trimethylbicyclo<2.2.1>heptan-3-yl>-2<(S)-1-benzyloxycarbonyl>prolinamide (127393-14-0)

Guidance literature:

With 2-chloro-1-methylpyridinium p-toluenesulfonate;

DOI:10.1039/c39890001700

Reference yield:

(1R,2R,6S,7S)-(-)-1,10,10-trimethyl-3-oxa-5-azatricyclo[5.2.1.0(2,6)]decan-4-one (41719-63-5) → N-<(1R,2R,3S,4S)-2-hydroxy-1,7,7-trimethylbicyclo<2.2.1>heptan-3-yl>-2<(S)-1-benzyloxycarbonyl>prolinamide (127393-14-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 97 percent / NaOH / ethanol; H₂O / Heating

2: 56 percent / DCC / CH₂Cl₂ / 0 °C

With sodium hydroxide; dicyclohexyl-carbodiimide; In ethanol; dichloromethane; water;

DOI:10.1039/P19910001445

upstream raw materials:

(1R,2R,3S,4S)-3-Amino-1,7,7-trimethyl-bicyclo[2.2.1]heptan-2-ol

N-Benzyloxycarbonyl-L-proline

(1R,2R,6S,7S)-(-)-1,10,10-trimethyl-3-oxa-5-azatricyclo[5.2.1.0(2,6)]decan-4-one