(3aR,6aR)-1-[(1R)-2-hydroxy-1-phenylethyl]-2-oxohexahydrocyclopenta[b]pyrrole-6a-carbonitrile

Base Information

• Chemical Name: (3aR,6aR)-1-[(1R)-2-hydroxy-1-phenylethyl]-2-oxohexahydrocyclopenta[b]pyrrole-6a-carbonitrile
• CAS No.: 608101-90-2
• Molecular Formula: C₁₆H₁₈N₂O₂
• Molecular Weight: 270.331
• Mol file: 608101-90-2.mol

Synonyms:(3aR,6aR)-1-[(1R)-2-hydroxy-1-phenylethyl]-2-oxohexahydrocyclopenta[b]pyrrole-6a-carbonitrile

Chemical Property of (3aR,6aR)-1-[(1R)-2-hydroxy-1-phenylethyl]-2-oxohexahydrocyclopenta[b]pyrrole-6a-carbonitrile

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3aR,6aR)-1-[(1R)-2-hydroxy-1-phenylethyl]-2-oxohexahydrocyclopenta[b]pyrrole-6a-carbonitrile

There total 3 articles about (3aR,6aR)-1-[(1R)-2-hydroxy-1-phenylethyl]-2-oxohexahydrocyclopenta[b]pyrrole-6a-carbonitrile 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: 79.0%

trimethylsilyl cyanide (7677-24-9) + (3R,5aR,8aS)-3-phenyl-hexahydro-1-oxa-3a-aza-cyclopenta[c]pentalen-4-one (161779-70-0) → (3aR,6aR)-1-[(1R)-2-hydroxy-1-phenylethyl]-2-oxohexahydrocyclopenta[b]pyrrole-6a-carbonitrile (608101-90-2)

Guidance literature:

With titanium tetrachloride; In dichloromethane; at -78 - 20 ℃; for 12h;

DOI:10.1021/ol035111s

Reference yield:

(2-oxocyclopent)acetic acid (104115-44-8,1460-38-4) → (3aR,6aR)-1-[(1R)-2-hydroxy-1-phenylethyl]-2-oxohexahydrocyclopenta[b]pyrrole-6a-carbonitrile (608101-90-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 94 percent / toluene / 12 h / Heating

2: 79 percent / TiCl₄ / CH₂Cl₂ / 12 h / -78 - 20 °C

With titanium tetrachloride; In dichloromethane; toluene;

DOI:10.1021/ol035111s

Reference yield:

D-2-phenylglycinol (56613-80-0) → (3aR,6aR)-1-[(1R)-2-hydroxy-1-phenylethyl]-2-oxohexahydrocyclopenta[b]pyrrole-6a-carbonitrile (608101-90-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 94 percent / toluene / 12 h / Heating

2: 79 percent / TiCl₄ / CH₂Cl₂ / 12 h / -78 - 20 °C

With titanium tetrachloride; In dichloromethane; toluene;

DOI:10.1021/ol035111s

upstream raw materials:

trimethylsilyl cyanide

(3R,5aR,8aS)-3-phenyl-hexahydro-1-oxa-3a-aza-cyclopenta[c]pentalen-4-one

(2-oxocyclopent)acetic acid

D-2-phenylglycinol