(S)-1-{N-[(R)-2-hydroxy-2-phenylethyl]-4-methylphenylsulfonamido}-3-phenoxypropan-2-yl 4-methylbenzenesulfonate

Base Information

Chemical Name:(S)-1-{N-[(R)-2-hydroxy-2-phenylethyl]-4-methylphenylsulfonamido}-3-phenoxypropan-2-yl 4-methylbenzenesulfonate
CAS No.:1092363-61-5
Molecular Formula:C₃₁H₃₃NO₇S₂
Molecular Weight:595.738
Hs Code.:

Synonyms:(S)-1-{N-[(R)-2-hydroxy-2-phenylethyl]-4-methylphenylsulfonamido}-3-phenoxypropan-2-yl 4-methylbenzenesulfonate

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Chemical Property of (S)-1-{N-[(R)-2-hydroxy-2-phenylethyl]-4-methylphenylsulfonamido}-3-phenoxypropan-2-yl 4-methylbenzenesulfonate

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Technology Process of (S)-1-{N-[(R)-2-hydroxy-2-phenylethyl]-4-methylphenylsulfonamido}-3-phenoxypropan-2-yl 4-methylbenzenesulfonate

There total 4 articles about (S)-1-{N-[(R)-2-hydroxy-2-phenylethyl]-4-methylphenylsulfonamido}-3-phenoxypropan-2-yl 4-methylbenzenesulfonate 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: 91.0%

: N-[(R)-2-hydroxy-2-phenylethyl]-N-[(S)-2-hydroxy-3-phenoxypropyl]-4-methylbenzenesulfonamide

: 98-59-9
p-toluenesulfonyl chloride

: 1092363-61-5
(S)-1-{N-[(R)-2-hydroxy-2-phenylethyl]-4-methylphenylsulfonamido}-3-phenoxypropan-2-yl 4-methylbenzenesulfonate

Guidance literature:: N-[(R)-2-hydroxy-2-phenylethyl]-N-[(S)-2-hydroxy-3-phenoxypropyl]-4-methylbenzenesulfonamide; With sodium hydride; In tetrahydrofuran; for 0.5h; Inert atmosphere; Cooling;

p-toluenesulfonyl chloride; In tetrahydrofuran; at -80 ℃; for 0.5h; regioselective reaction; Inert atmosphere;
DOI:10.1021/acs.orglett.6b03342

Reference yield: 87.0%

: 1092363-56-8
C₃₆H₄₁NO₈S₂

: 1092363-61-5
(S)-1-{N-[(R)-2-hydroxy-2-phenylethyl]-4-methylphenylsulfonamido}-3-phenoxypropan-2-yl 4-methylbenzenesulfonate

Guidance literature:: With pyridinium p-toluenesulfonate; In ethanol; water; at 55 ℃; for 20h;
DOI:10.1055/s-2008-1078054

Reference yield:

: (S)-N-(2-hydroxy-3-phenoxypropyl)-4-methylbenzenesulfonamide

: 1092363-61-5
(S)-1-{N-[(R)-2-hydroxy-2-phenylethyl]-4-methylphenylsulfonamido}-3-phenoxypropan-2-yl 4-methylbenzenesulfonate

Guidance literature:: Multi-step reaction with 2 steps

1.1: caesium carbonate; tetrabutylammomium bromide / 1,4-dioxane / 8 h / 90 °C

2.1: sodium hydride / tetrahydrofuran / 0.5 h / Inert atmosphere; Cooling

2.2: 0.5 h / -80 °C / Inert atmosphere

With tetrabutylammomium bromide; sodium hydride; caesium carbonate; In tetrahydrofuran; 1,4-dioxane;
DOI:10.1021/acs.orglett.6b03342