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

Base Information

• Chemical Name: ((2S,3R)-4-(1-acetyl-N-isobutylindoline-5-sulfonamido)-3-hydroxy-1-phenylbutan-2-yl)carbamate
• CAS No.: 1393348-48-5
• Molecular Formula: C₂₉H₄₁N₃O₆S
• Molecular Weight: 559.727

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

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

Chemical Property:

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

There total 2 articles about ((2S,3R)-4-(1-acetyl-N-isobutylindoline-5-sulfonamido)-3-hydroxy-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: 86.0%

1-acetyl-2,3-dihydro-1H-indole-5-sulfonyl chloride (52206-05-0) + (2R,3S)-3-tert-butoxycarbonylamino-1-isobutylamino-4-phenyl-2-butanol (160232-08-6) → ((2S,3R)-4-(1-acetyl-N-isobutylindoline-5-sulfonamido)-3-hydroxy-1-phenylbutan-2-yl)carbamate (1393348-48-5)

Guidance literature:

With sodium hydrogencarbonate; In dichloromethane;

DOI:10.1016/j.bmcl.2012.05.120

Reference yield:

C10H11NO4S → ((2S,3R)-4-(1-acetyl-N-isobutylindoline-5-sulfonamido)-3-hydroxy-1-phenylbutan-2-yl)carbamate (1393348-48-5)

Guidance literature:

Multi-step reaction with 2 steps

1: thionyl chloride / 1.5 h / 75 °C

2: sodium hydrogencarbonate / dichloromethane

With thionyl chloride; sodium hydrogencarbonate; In dichloromethane;

DOI:10.1016/j.bmcl.2012.05.120

Reference yield:

((2S,3R)-4-(1-acetyl-N-isobutylindoline-5-sulfonamido)-3-hydroxy-1-phenylbutan-2-yl)carbamate (1393348-48-5) → ((2S,3R)-4-(1-acetyl-N-isobutylindoline-5-sulfonamido)-3-hydroxy-1-phenylbutan-2-yl)carbamate

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; water; for 1.5h; Reflux;

DOI:10.1016/j.bmcl.2012.05.120

upstream raw materials:

1-acetyl-2,3-dihydro-1H-indole-5-sulfonyl chloride

(2R,3S)-3-tert-butoxycarbonylamino-1-isobutylamino-4-phenyl-2-butanol

Downstream raw materials:

(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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