(3R,3aR,5R,6aR)-3-methylhexahydro-2H-cyclopenta[b]-furan-5-yl (4-nitrophenyl)carbonate

Base Information

Chemical Name:(3R,3aR,5R,6aR)-3-methylhexahydro-2H-cyclopenta[b]-furan-5-yl (4-nitrophenyl)carbonate
CAS No.:1321531-35-4
Molecular Formula:C₁₅H₁₇NO₆
Molecular Weight:307.303
Hs Code.:

Synonyms:(3R,3aR,5R,6aR)-3-methylhexahydro-2H-cyclopenta[b]-furan-5-yl (4-nitrophenyl)carbonate

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Chemical Property of (3R,3aR,5R,6aR)-3-methylhexahydro-2H-cyclopenta[b]-furan-5-yl (4-nitrophenyl)carbonate

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Technology Process of (3R,3aR,5R,6aR)-3-methylhexahydro-2H-cyclopenta[b]-furan-5-yl (4-nitrophenyl)carbonate

There total 6 articles about (3R,3aR,5R,6aR)-3-methylhexahydro-2H-cyclopenta[b]-furan-5-yl (4-nitrophenyl)carbonate 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: 50.0%

: 1321531-12-7
(3R,3aR,5R,6aR)-3-methylhexahydro-2H-cyclopenta[b]furan-5-ol

: 7693-46-1
4-Nitrophenyl chloroformate

: 1321531-35-4
(3R,3aR,5R,6aR)-3-methylhexahydro-2H-cyclopenta[b]-furan-5-yl (4-nitrophenyl)carbonate

Guidance literature:: With pyridine; In dichloromethane; at 0 - 20 ℃; Inert atmosphere;
DOI:10.1021/jm200649p

Reference yield:

: 34638-25-0,38110-77-9,43119-28-4,54483-22-6,26054-46-6
(1R,5S)-2-oxabicyclo[3.3.0]oct-6-en-3-one

: 1321531-35-4
(3R,3aR,5R,6aR)-3-methylhexahydro-2H-cyclopenta[b]-furan-5-yl (4-nitrophenyl)carbonate

Guidance literature:: Multi-step reaction with 5 steps

1.1: lithium diisopropyl amide / tetrahydrofuran / 0.5 h / -78 °C / Inert atmosphere

1.2: 6 h / -78 °C / Inert atmosphere

2.1: perchloric acid; mercury(II) diacetate / tetrahydrofuran; water / 3 h / 0 °C / Inert atmosphere

2.2: 1 h / 20 °C / Inert atmosphere

2.3: 1 h / 0 °C / Inert atmosphere

3.1: diisobutylaluminium hydride / dichloromethane / 3 h / -78 °C

4.1: titanium tetrachloride / dichloromethane / 0.33 h / -78 °C / Inert atmosphere

4.2: 1 h / Inert atmosphere

5.1: pyridine / dichloromethane / 0 - 20 °C / Inert atmosphere

With pyridine; perchloric acid; mercury(II) diacetate; titanium tetrachloride; diisobutylaluminium hydride; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane; water;
DOI:10.1021/jm200649p

Reference yield:

: 1321531-29-6
C₈H₁₄O₃

: 1321531-35-4
(3R,3aR,5R,6aR)-3-methylhexahydro-2H-cyclopenta[b]-furan-5-yl (4-nitrophenyl)carbonate

Guidance literature:: Multi-step reaction with 2 steps

1.1: titanium tetrachloride / dichloromethane / 0.33 h / -78 °C / Inert atmosphere

1.2: 1 h / Inert atmosphere

2.1: pyridine / dichloromethane / 0 - 20 °C / Inert atmosphere

With pyridine; titanium tetrachloride; In dichloromethane;
DOI:10.1021/jm200649p