(3R,3aR,5R,6aR)-3-methylhexahydro-2H-cyclopenta[b]-furan-5-yl [(2S,3R)-3-hydroxy-4-(N-isobutyl-4-methoxyphenylsulfonamido)-1-phenylbutan-2-yl]carbamate

Base Information

Chemical Name:(3R,3aR,5R,6aR)-3-methylhexahydro-2H-cyclopenta[b]-furan-5-yl [(2S,3R)-3-hydroxy-4-(N-isobutyl-4-methoxyphenylsulfonamido)-1-phenylbutan-2-yl]carbamate
CAS No.:1321531-22-9
Molecular Formula:C₃₀H₄₂N₂O₇S
Molecular Weight:574.739
Hs Code.:

(3R,3aR,5R,6aR)-3-methylhexahydro-2H-cyclopenta[b]-furan-5-yl [(2S,3R)-3-hydroxy-4-(N-isobutyl-4-methoxyphenylsulfonamido)-1-phenylbutan-2-yl]carbamate

Synonyms:(3R,3aR,5R,6aR)-3-methylhexahydro-2H-cyclopenta[b]-furan-5-yl [(2S,3R)-3-hydroxy-4-(N-isobutyl-4-methoxyphenylsulfonamido)-1-phenylbutan-2-yl]carbamate

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Chemical Property of (3R,3aR,5R,6aR)-3-methylhexahydro-2H-cyclopenta[b]-furan-5-yl [(2S,3R)-3-hydroxy-4-(N-isobutyl-4-methoxyphenylsulfonamido)-1-phenylbutan-2-yl]carbamate

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Technology Process of (3R,3aR,5R,6aR)-3-methylhexahydro-2H-cyclopenta[b]-furan-5-yl [(2S,3R)-3-hydroxy-4-(N-isobutyl-4-methoxyphenylsulfonamido)-1-phenylbutan-2-yl]carbamate

There total 7 articles about (3R,3aR,5R,6aR)-3-methylhexahydro-2H-cyclopenta[b]-furan-5-yl [(2S,3R)-3-hydroxy-4-(N-isobutyl-4-methoxyphenylsulfonamido)-1-phenylbutan-2-yl]carbamate 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: 96.0%

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

: 159005-71-7
N-((2R,3S)-3-amino-2-hydroxy-4-phenylbutyl)-N-isobutyl-4-methoxybenzenesulfonamide

: 1321531-22-9
(3R,3aR,5R,6aR)-3-methylhexahydro-2H-cyclopenta[b]-furan-5-yl [(2S,3R)-3-hydroxy-4-(N-isobutyl-4-methoxyphenylsulfonamido)-1-phenylbutan-2-yl]carbamate

Guidance literature:: N-((2R,3S)-3-amino-2-hydroxy-4-phenylbutyl)-N-isobutyl-4-methoxybenzenesulfonamide; With pyridine; trifluoroacetic acid; In dichloromethane; at 20 ℃; for 2h; Inert atmosphere;

(3R,3aR,5R,6aR)-3-methylhexahydro-2H-cyclopenta[b]-furan-5-yl (4-nitrophenyl)carbonate; With triethylamine; In acetonitrile; at 0 ℃; for 36h; Inert atmosphere;
DOI:10.1021/jm200649p

Reference yield: 96.0%

: 1321531-22-9
(3R,3aR,5R,6aR)-3-methylhexahydro-2H-cyclopenta[b]-furan-5-yl [(2S,3R)-3-hydroxy-4-(N-isobutyl-4-methoxyphenylsulfonamido)-1-phenylbutan-2-yl]carbamate

Guidance literature:: With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 2h;

With triethylamine; In tetrahydrofuran; acetonitrile; at 0 ℃; for 36h; Inert atmosphere;

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

: 1321531-22-9
(3R,3aR,5R,6aR)-3-methylhexahydro-2H-cyclopenta[b]-furan-5-yl [(2S,3R)-3-hydroxy-4-(N-isobutyl-4-methoxyphenylsulfonamido)-1-phenylbutan-2-yl]carbamate

Guidance literature:: Multi-step reaction with 6 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

6.1: pyridine; trifluoroacetic acid / dichloromethane / 2 h / 20 °C / Inert atmosphere

6.2: 36 h / 0 °C / Inert atmosphere

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