Cyclopenta[c]pyrrole-2(1H)-carboxylic acid, hexahydro-5-hydroxy-, 1,1-diMethylethyl ester

Base Information

• Chemical Name: Cyclopenta[c]pyrrole-2(1H)-carboxylic acid, hexahydro-5-hydroxy-, 1,1-diMethylethyl ester
• CAS No.: 203663-25-6
• Molecular Formula: C12H21NO3
• Molecular Weight: 227.304
• Mol file: 203663-25-6.mol

Synonyms:2-(tert-butoxycarbonyl)octahydrocyclopenta[c]pyrrol-5-ol;TERT-BUTYL 5-HYDROXY-HEXAHYDROCYCLOPENTA[C]PYRROLE-2(1H)-CARBOXYLATE;3-(tert-Butoxycarbonyl)-3-azabicyclo[3.3.0]octan-7-ol;

Chemical Property of Cyclopenta[c]pyrrole-2(1H)-carboxylic acid, hexahydro-5-hydroxy-, 1,1-diMethylethyl ester

Chemical Property:

• PSA: 49.77000
• LogP: 1.56210
• Storage Temp.: 2-8°C

Purity/Quality:

99%, ^*data from raw suppliers

tert-Butyl5-Hydroxy-hexahydrocyclopenta[C]pyrrole-2(1h)-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Cyclopenta[c]pyrrole-2(1H)-carboxylic acid, hexahydro-5-hydroxy-, 1,1-diMethylethyl ester

There total 5 articles about Cyclopenta[c]pyrrole-2(1H)-carboxylic acid, hexahydro-5-hydroxy-, 1,1-diMethylethyl ester 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: 100.0%

tert-butyl 5-oxohexahydrocyclopenta[c]pyrrole-2(1H)-carboxylate (148404-28-8) → t-butyl 5-hydroxy-3,3a,4,5,6,6a-hexahydro-1H-cyclopenteno[c]pyrrole-2-carboxylate (203663-25-6)

Guidance literature:

With sodium tetrahydroborate; ethanol; at 20 ℃; for 4.5h;

Reference yield:

1,2,3,6-tertahydrophthalimide (85-40-5) → t-butyl 5-hydroxy-3,3a,4,5,6,6a-hexahydro-1H-cyclopenteno[c]pyrrole-2-carboxylate (203663-25-6)

Guidance literature:

Multi-step reaction with 5 steps

1: lithium aluminium tetrahydride / tetrahydrofuran / 21 h / 60 °C

2: dichloromethane / 21.5 h / 0 - 20 °C

3: sodium periodate; ruthenium(IV) oxide / acetonitrile; water; tetrachloromethane / 24 h / 20 °C

4: sodium acetate; acetic anhydride / 3 h / 120 °C

5: sodium tetrahydroborate; ethanol / 4.5 h / 20 °C

With ruthenium(IV) oxide; sodium tetrahydroborate; sodium periodate; lithium aluminium tetrahydride; ethanol; sodium acetate; acetic anhydride; In tetrahydrofuran; tetrachloromethane; dichloromethane; water; acetonitrile;

Reference yield:

3a,4,7,7a-tetrahydro-1H-isoindol-2(3H)carboxylic acid tert-butyl ester → t-butyl 5-hydroxy-3,3a,4,5,6,6a-hexahydro-1H-cyclopenteno[c]pyrrole-2-carboxylate (203663-25-6)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium periodate; ruthenium(IV) oxide / acetonitrile; water; tetrachloromethane / 24 h / 20 °C

2: sodium acetate; acetic anhydride / 3 h / 120 °C

3: sodium tetrahydroborate; ethanol / 4.5 h / 20 °C

With ruthenium(IV) oxide; sodium tetrahydroborate; sodium periodate; ethanol; sodium acetate; acetic anhydride; In tetrachloromethane; water; acetonitrile;

upstream raw materials:

tert-butyl 5-oxohexahydrocyclopenta[c]pyrrole-2(1H)-carboxylate

1,2,3,6-tertahydrophthalimide

2,3,3a,4,7,7a-hexahydro-1H-isoindole

Downstream raw materials:

2-(2-fluoro-4-nitrophenyl)-5-oxohexahydrocyclopenta[c]pyrrole

2-(2-fluoro-4-nitrophenyl)-hexahydro-1H-spiro[cyclopenta[c]pyrrole-5,2'-[1,3]dioxolane]

2-(4-amino-2-fluorophenyl)-hexahydro-1H-spiro[cyclopenta[c]pyrrole-5,2'-[1,3]dioxolane]

(5R)-3-(3-fluoro-4-(tetrahydro-1H-spiro[cyclopenta[c]pyrrole-5,2'-[1,3]dioxolane]-2(3H)-yl)phenyl)-5-(hydroxymethyl)oxazolidin-2-one

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