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

Base Information

Chemical Name:(3aS,5R,6aR)-3-oxohexahydro-2H-cyclopenta[b]furan-5-yl(4-nitrophenyl)carbonate
CAS No.:1321531-30-9
Molecular Formula:C₁₄H₁₃NO₇
Molecular Weight:307.26
Hs Code.:

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

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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

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

There total 2 articles about (3aS,5R,6aR)-3-oxohexahydro-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: 92.0%

: 1321531-05-8
(3aS,5R,6aR)-5-hydroxytetrahydro-2H-cyclopenta[b]furan-3(3aH)-one

: 7693-46-1
4-Nitrophenyl chloroformate

: 1321531-30-9
(3aS,5R,6aR)-3-oxohexahydro-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:

: 1079393-55-7
(3aS,5R,6aR)-5-(tert-butyldimethyl-silanyloxy)-tetrahydro-2H-cyclopenta[b]furan-3-one

: 1321531-30-9
(3aS,5R,6aR)-3-oxohexahydro-2H-cyclopenta[b]furan-5-yl(4-nitrophenyl)carbonate

Guidance literature:: Multi-step reaction with 2 steps

1: pyridine; pyridine hydrogenfluoride / acetonitrile / 4 h / 0 °C / Inert atmosphere

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

With pyridine; pyridine hydrogenfluoride; In dichloromethane; acetonitrile;
DOI:10.1021/jm200649p

Reference yield: 61.0%

: 1321531-30-9
(3aS,5R,6aR)-3-oxohexahydro-2H-cyclopenta[b]furan-5-yl(4-nitrophenyl)carbonate

: 159006-03-8
tert-butyl (1S,2R)-1-benzyl-2-hydroxy-3-{isobutyl[(4-methoxyphenyl)sulfonyl]amino}propylcarbamate

: 1321531-13-8
(3aS,5R,6aR)-3-oxohexahydro-2H-cyclopenta[b]furan-5-yl [(2S,3R)-3-hydroxy-4-(N-isobutyl-4-methoxyphenylsulfonamido)-1-phenylbutan-2-yl]carbamate

Guidance literature:: tert-butyl (1S,2R)-1-benzyl-2-hydroxy-3-{isobutyl[(4-methoxyphenyl)sulfonyl]amino}propylcarbamate; With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 2h;

(3aS,5R,6aR)-3-oxohexahydro-2H-cyclopenta[b]furan-5-yl(4-nitrophenyl)carbonate; With triethylamine; In tetrahydrofuran; acetonitrile; at 0 ℃; for 36h; Inert atmosphere;