(3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-yl ((2S,3R)-3-hydroxy-4-(N-isobutylindoline-5-sulfonamido)-1-phenylbutan-2-yl)carbamate

Base Information

Chemical Name:(3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-yl ((2S,3R)-3-hydroxy-4-(N-isobutylindoline-5-sulfonamido)-1-phenylbutan-2-yl)carbamate
CAS No.:1393348-47-4
Molecular Formula:C₂₉H₃₉N₃O₇S
Molecular Weight:573.711
Hs Code.:

Synonyms:(3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-yl ((2S,3R)-3-hydroxy-4-(N-isobutylindoline-5-sulfonamido)-1-phenylbutan-2-yl)carbamate

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Chemical Property of (3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-yl ((2S,3R)-3-hydroxy-4-(N-isobutylindoline-5-sulfonamido)-1-phenylbutan-2-yl)carbamate

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Technology Process of (3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-yl ((2S,3R)-3-hydroxy-4-(N-isobutylindoline-5-sulfonamido)-1-phenylbutan-2-yl)carbamate

There total 6 articles about (3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-yl ((2S,3R)-3-hydroxy-4-(N-isobutylindoline-5-sulfonamido)-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:

: ((2S,3R)-4-(1-acetyl-N-isobutylindoline-5-sulfonamido)-3-hydroxy-1-phenylbutan-2-yl)carbamate

: 253265-97-3
1-[[[(3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-yloxy]carbonyl]oxy]pyrrolidine-2,5-dione

: 1393348-47-4
(3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-yl ((2S,3R)-3-hydroxy-4-(N-isobutylindoline-5-sulfonamido)-1-phenylbutan-2-yl)carbamate

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In acetonitrile;
DOI:10.1016/j.bmcl.2012.05.120

Reference yield:

: C₁₀H₁₁NO₄S

: 1393348-47-4
(3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-yl ((2S,3R)-3-hydroxy-4-(N-isobutylindoline-5-sulfonamido)-1-phenylbutan-2-yl)carbamate

Guidance literature:: Multi-step reaction with 4 steps

1: thionyl chloride / 1.5 h / 75 °C

2: sodium hydrogencarbonate / dichloromethane

3: hydrogenchloride / 1,4-dioxane; water / 1.5 h / Reflux

4: N-ethyl-N,N-diisopropylamine / acetonitrile

With hydrogenchloride; thionyl chloride; sodium hydrogencarbonate; N-ethyl-N,N-diisopropylamine; In 1,4-dioxane; dichloromethane; water; acetonitrile;
DOI:10.1016/j.bmcl.2012.05.120

Reference yield:

: 52206-05-0
1-acetyl-2,3-dihydro-1H-indole-5-sulfonyl chloride

: 1393348-47-4
(3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-yl ((2S,3R)-3-hydroxy-4-(N-isobutylindoline-5-sulfonamido)-1-phenylbutan-2-yl)carbamate

Guidance literature:: Multi-step reaction with 3 steps

1: sodium hydrogencarbonate / dichloromethane

2: hydrogenchloride / 1,4-dioxane; water / 1.5 h / Reflux

3: N-ethyl-N,N-diisopropylamine / acetonitrile

With hydrogenchloride; sodium hydrogencarbonate; N-ethyl-N,N-diisopropylamine; In 1,4-dioxane; dichloromethane; water; acetonitrile;
DOI:10.1016/j.bmcl.2012.05.120