N-((2S,3R)-4-((4-amino-N-isobutylphenyl)sulfonamido)-3-hydroxy-1-phenylbutan-2-yl)-2-((3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-yl)acetamide

Base Information

Chemical Name:N-((2S,3R)-4-((4-amino-N-isobutylphenyl)sulfonamido)-3-hydroxy-1-phenylbutan-2-yl)-2-((3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-yl)acetamide
CAS No.:1075209-51-6
Molecular Formula:C₂₈H₃₉N₃O₆S
Molecular Weight:545.7
Hs Code.:

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

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

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

There total 5 articles about N-((2S,3R)-4-((4-amino-N-isobutylphenyl)sulfonamido)-3-hydroxy-1-phenylbutan-2-yl)-2-((3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-yl)acetamide 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: 79.0%

: 2-((3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-yl)acetic acid

: 169280-56-2
4-amino-N-(2R,3S)(3-amino-2-hydroxy-4-phenylbutyl)-N-isobutylbenzenesulfonamide

: 1075209-51-6
N-((2S,3R)-4-((4-amino-N-isobutylphenyl)sulfonamido)-3-hydroxy-1-phenylbutan-2-yl)-2-((3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-yl)acetamide

Guidance literature:: 2-((3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-yl)acetic acid; 4-amino-N-(2R,3S)(3-amino-2-hydroxy-4-phenylbutyl)-N-isobutylbenzenesulfonamide; With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 23 ℃; for 0.0833333h;

With N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In N,N-dimethyl-formamide; at 23 ℃; for 24h;
DOI:10.1021/acsmedchemlett.9b00670

Reference yield:

: 156928-09-5
(3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-ol

: 1075209-51-6
N-((2S,3R)-4-((4-amino-N-isobutylphenyl)sulfonamido)-3-hydroxy-1-phenylbutan-2-yl)-2-((3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-yl)acetamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: Dess-Martin periodane; disodium hydrogenphosphate / dichloromethane / 0 - 23 °C / Inert atmosphere

2.1: sodium hydride / tetrahydrofuran / 0.17 h / 0 °C / Inert atmosphere

2.2: 4 h / 0 - 23 °C / Inert atmosphere

3.1: hydrogen; platinum(IV) oxide / ethyl acetate / 2 h / 23 °C / 760.05 Torr

4.1: lithium hydroxide; water / tetrahydrofuran / 3 h / 23 °C

5.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 0.08 h / 23 °C

5.2: 24 h / 23 °C

With platinum(IV) oxide; disodium hydrogenphosphate; water; hydrogen; sodium hydride; Dess-Martin periodane; N-ethyl-N,N-diisopropylamine; lithium hydroxide; In tetrahydrofuran; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; 2.1: |Horner-Wadsworth-Emmons Olefination / 2.2: |Horner-Wadsworth-Emmons Olefination;
DOI:10.1021/acsmedchemlett.9b00670

Reference yield:

: C₁₀H₁₄O₄

: 1075209-51-6
N-((2S,3R)-4-((4-amino-N-isobutylphenyl)sulfonamido)-3-hydroxy-1-phenylbutan-2-yl)-2-((3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-yl)acetamide

Guidance literature:: Multi-step reaction with 3 steps

1.1: hydrogen; platinum(IV) oxide / ethyl acetate / 2 h / 23 °C / 760.05 Torr

2.1: lithium hydroxide; water / tetrahydrofuran / 3 h / 23 °C

3.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 0.08 h / 23 °C

3.2: 24 h / 23 °C

With platinum(IV) oxide; water; hydrogen; N-ethyl-N,N-diisopropylamine; lithium hydroxide; In tetrahydrofuran; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/acsmedchemlett.9b00670