(S)-2-((R)-4-(tert-butoxycarbonyl)morpholin-3-yl)-2-(4-chlorophenyl)acetic acid

Base Information

Chemical Name:(S)-2-((R)-4-(tert-butoxycarbonyl)morpholin-3-yl)-2-(4-chlorophenyl)acetic acid
CAS No.:1097871-21-0
Molecular Formula:C₁₇H₂₂ClNO₅
Molecular Weight:355.818
Hs Code.:

Synonyms:(S)-2-((R)-4-(tert-butoxycarbonyl)morpholin-3-yl)-2-(4-chlorophenyl)acetic acid

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Chemical Property of (S)-2-((R)-4-(tert-butoxycarbonyl)morpholin-3-yl)-2-(4-chlorophenyl)acetic acid

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Technology Process of (S)-2-((R)-4-(tert-butoxycarbonyl)morpholin-3-yl)-2-(4-chlorophenyl)acetic acid

There total 3 articles about (S)-2-((R)-4-(tert-butoxycarbonyl)morpholin-3-yl)-2-(4-chlorophenyl)acetic acid 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: 74.0%

: 1097871-18-5
(R)-tert-butyl 3-((S)-2-((R)-4-benzyl-2-oxooxazolidin-3-yl)-1-(4-chlorophenyl)-2-oxoethyl)morpholine-4-carboxylate

: 1097871-21-0
(S)-2-((R)-4-(tert-butoxycarbonyl)morpholin-3-yl)-2-(4-chlorophenyl)acetic acid

Guidance literature:: (R)-tert-butyl 3-((S)-2-((R)-4-benzyl-2-oxooxazolidin-3-yl)-1-(4-chlorophenyl)-2-oxoethyl)morpholine-4-carboxylate; With lithium hydroxide; dihydrogen peroxide; In tetrahydrofuran; water; at 0 - 20 ℃; for 20h;

With hydrogenchloride; In water; pH=1 - 2;

Reference yield:

: 220041-96-3
(R)-4-benzyl-3-(2-(4-chlorophenyl)acetyl)oxazolidin-2-one

: 1097871-21-0
(S)-2-((R)-4-(tert-butoxycarbonyl)morpholin-3-yl)-2-(4-chlorophenyl)acetic acid

Guidance literature:: Multi-step reaction with 2 steps

1.1: N-ethyl-N,N-diisopropylamine; titanium tetrachloride / dichloromethane; toluene / 0.25 h / -78 °C

1.2: 1.75 h / -78 - 20 °C

2.1: lithium hydroxide; water; dihydrogen peroxide / tetrahydrofuran / 12 h / 0 °C

With water; dihydrogen peroxide; titanium tetrachloride; N-ethyl-N,N-diisopropylamine; lithium hydroxide; In tetrahydrofuran; dichloromethane; toluene; 1.2: |Mannich Aminomethylation;
DOI:10.1021/jm301024w

Reference yield:

: 25026-34-0
4-chlorophenacetyl chloride

: 1097871-21-0
(S)-2-((R)-4-(tert-butoxycarbonyl)morpholin-3-yl)-2-(4-chlorophenyl)acetic acid

Guidance literature:: Multi-step reaction with 3 steps

1.1: n-butyllithium / tetrahydrofuran; toluene / 1 h / -78 - -20 °C

1.2: -78 - 20 °C

2.1: N-ethyl-N,N-diisopropylamine; titanium tetrachloride / dichloromethane; toluene / 0.25 h / -78 °C

2.2: 1.75 h / -78 - 20 °C

3.1: lithium hydroxide; water; dihydrogen peroxide / tetrahydrofuran / 12 h / 0 °C

With n-butyllithium; water; dihydrogen peroxide; titanium tetrachloride; N-ethyl-N,N-diisopropylamine; lithium hydroxide; In tetrahydrofuran; dichloromethane; toluene; 2.2: |Mannich Aminomethylation;
DOI:10.1021/jm301024w