(3S,3aR,6aS)-3-hydroxy-2-[(1R)-1-phenylethyl]-3,3a,6,6a-tetrahydrocyclopenta[c]pyrrol-1(2H)-one

Base Information

• Chemical Name: (3S,3aR,6aS)-3-hydroxy-2-[(1R)-1-phenylethyl]-3,3a,6,6a-tetrahydrocyclopenta[c]pyrrol-1(2H)-one
• CAS No.: 1040919-30-9
• Molecular Formula: C₁₅H₁₇NO₂
• Molecular Weight: 243.305

Synonyms:(3S,3aR,6aS)-3-hydroxy-2-[(1R)-1-phenylethyl]-3,3a,6,6a-tetrahydrocyclopenta[c]pyrrol-1(2H)-one

Chemical Property of (3S,3aR,6aS)-3-hydroxy-2-[(1R)-1-phenylethyl]-3,3a,6,6a-tetrahydrocyclopenta[c]pyrrol-1(2H)-one

Chemical Property:

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Technology Process of (3S,3aR,6aS)-3-hydroxy-2-[(1R)-1-phenylethyl]-3,3a,6,6a-tetrahydrocyclopenta[c]pyrrol-1(2H)-one

There total 4 articles about (3S,3aR,6aS)-3-hydroxy-2-[(1R)-1-phenylethyl]-3,3a,6,6a-tetrahydrocyclopenta[c]pyrrol-1(2H)-one 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%

(3aR,6aS,3a'R,6a'S)-3,3'-oxybis{2-[(1R)-1-phenylethyl]-3,3a,6,6a-tetrahydrocyclopenta[c]pyrrol-1(2H)-one} (1192489-62-5) → (3S,3aR,6aS)-3-hydroxy-2-[(1R)-1-phenylethyl]-3,3a,6,6a-tetrahydrocyclopenta[c]pyrrol-1(2H)-one (1040919-30-9)

Guidance literature:

With iron(III) chloride; In tetrahydrofuran; water; for 2h; Reflux;

DOI:10.1134/S107042800905008X

Reference yield: 48.0%

2-(dichloromethyl)-N-[(1R)-1-phenylethyl]-cyclopent-3-ene-1-carboxamide (1192489-59-0) → (3R,3aS,6aR)-3-hydroxy-2-[(1R)-1-phenylethyl]-3,3a,6,6a-tetrahydrocyclopenta[c]pyrrol-1(2H)-one (1040919-29-6) + (3S,3aR,6aS)-3-hydroxy-2-[(1R)-1-phenylethyl]-3,3a,6,6a-tetrahydrocyclopenta[c]pyrrol-1(2H)-one (1040919-30-9)

Guidance literature:

With silver nitrate; In water; acetonitrile; for 20h; Heating;

DOI:10.1016/j.tetasy.2008.04.001

Reference yield: 47.0%

2-(dichloromethyl)-N-[(1R)-1-phenylethyl]cyclopent-3-ene-1-carboxamide (1192489-59-0) → (3R,3aS,6aR)-3-hydroxy-2-[(1R)-1-phenylethyl]-3,3a,6,6a-tetrahydrocyclopenta[c]pyrrol-1(2H)-one (1040919-29-6) + (3S,3aR,6aS)-3-hydroxy-2-[(1R)-1-phenylethyl]-3,3a,6,6a-tetrahydrocyclopenta[c]pyrrol-1(2H)-one (1040919-30-9)

Guidance literature:

With water; silver nitrate; In acetonitrile; for 20h; Reflux;

DOI:10.1134/S107042800905008X

upstream raw materials:

2-(dichloromethyl)-N-[(1R)-1-phenylethyl]-cyclopent-3-ene-1-carboxamide

(3aR,6aS,3a'R,6a'S)-3,3'-oxybis{2-[(1R)-1-phenylethyl]-3,3a,6,6a-tetrahydrocyclopenta[c]pyrrol-1(2H)-one}

2-(dichloromethyl)-N-[(1R)-1-phenylethyl]cyclopent-3-ene-1-carboxamide

(+/-)-7,7-dichlorobicyclo[3.2.0]hept-2-en-6-one

Downstream raw materials:

(3aR,6aS,3a'R,6a'S)-3,3'-oxybis{2-[(1R)-1-phenylethyl]-3,3a,6,6a-tetrahydrocyclopenta[c]pyrrol-1(2H)-one}

(1S,2R)-2-(hydroxymethyl)-N-[(1R)-phenylethyl]-cyclopent-3-ene-1-carboxamide

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