(3S,5S)-benzyl 3-benzyl-5-(2-oxopropyl)thiomorpholine-4-carboxylate 1,1-dioxide

Base Information

Chemical Name:(3S,5S)-benzyl 3-benzyl-5-(2-oxopropyl)thiomorpholine-4-carboxylate 1,1-dioxide
CAS No.:1334324-57-0
Molecular Formula:C₂₂H₂₅NO₅S
Molecular Weight:415.51
Hs Code.:

Synonyms:(3S,5S)-benzyl 3-benzyl-5-(2-oxopropyl)thiomorpholine-4-carboxylate 1,1-dioxide

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Chemical Property of (3S,5S)-benzyl 3-benzyl-5-(2-oxopropyl)thiomorpholine-4-carboxylate 1,1-dioxide

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Technology Process of (3S,5S)-benzyl 3-benzyl-5-(2-oxopropyl)thiomorpholine-4-carboxylate 1,1-dioxide

There total 6 articles about (3S,5S)-benzyl 3-benzyl-5-(2-oxopropyl)thiomorpholine-4-carboxylate 1,1-dioxide 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:

: 1334324-83-2
(S,E)-benzyl (1-((4-oxopent-2-en-1-yl)sulfonyl)-3-phenylpropan-2-yl)carbamate

: 1334324-25-2
(3S,5R)-benzyl 3-benzyl-5-(2-oxopropyl)thiomorpholine-4-carboxylate 1,1-dioxide

: 1334324-57-0
(3S,5S)-benzyl 3-benzyl-5-(2-oxopropyl)thiomorpholine-4-carboxylate 1,1-dioxide

Guidance literature:: With dichloro bis(acetonitrile) palladium(II); In dichloromethane; at 20 ℃; for 4h; optical yield given as %de; diastereoselective reaction; Inert atmosphere;
DOI:10.1021/ol202276h

Reference yield:

: 1334324-82-1
(S,E)-benzyl (1-((4-oxopent-2-en-1-yl)thio)-3-phenylpropan-2-yl)carbamate

: 1334324-57-0
(3S,5S)-benzyl 3-benzyl-5-(2-oxopropyl)thiomorpholine-4-carboxylate 1,1-dioxide

Guidance literature:: Multi-step reaction with 2 steps

1: trifluorormethanesulfonic acid / dichloromethane / 5 h / -20 °C / Inert atmosphere

2: Inert atmosphere

With trifluorormethanesulfonic acid; In dichloromethane; 1: Aza-Michael reaction;
DOI:10.1021/ol202276h

Reference yield:

: 676457-76-4
(S)-benzyl-(1-bromo-3-phenylpropan-2-yl)carbamate

: 1334324-57-0
(3S,5S)-benzyl 3-benzyl-5-(2-oxopropyl)thiomorpholine-4-carboxylate 1,1-dioxide

Guidance literature:: Multi-step reaction with 4 steps

1: potassium carbonate / N,N-dimethyl-formamide / 0 - 20 °C / Inert atmosphere

2: Hoveyda-Grubbs catalyst second generation / dichloromethane / 45 °C / Inert atmosphere

3: trifluorormethanesulfonic acid / dichloromethane / 5 h / -20 °C / Inert atmosphere

4: Inert atmosphere

With Hoveyda-Grubbs catalyst second generation; trifluorormethanesulfonic acid; potassium carbonate; In dichloromethane; N,N-dimethyl-formamide; 3: Aza-Michael reaction;
DOI:10.1021/ol202276h