(1S,2R,3S)-2-Benzyl-3-(morpholine-4-carbonyl)-cyclopropanecarboxylic acid

Base Information

Chemical Name:(1S,2R,3S)-2-Benzyl-3-(morpholine-4-carbonyl)-cyclopropanecarboxylic acid
CAS No.:141042-78-6
Molecular Formula:C₁₆H₁₉NO₄
Molecular Weight:289.331
Hs Code.:

Synonyms:(1S,2R,3S)-2-Benzyl-3-(morpholine-4-carbonyl)-cyclopropanecarboxylic acid

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Chemical Property of (1S,2R,3S)-2-Benzyl-3-(morpholine-4-carbonyl)-cyclopropanecarboxylic acid

Chemical Property:

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Technology Process of (1S,2R,3S)-2-Benzyl-3-(morpholine-4-carbonyl)-cyclopropanecarboxylic acid

There total 6 articles about (1S,2R,3S)-2-Benzyl-3-(morpholine-4-carbonyl)-cyclopropanecarboxylic 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:

: 140926-06-3,141042-63-9
(1S,2S,3S)-2-Benzyl-3-(morpholine-4-carbonyl)-cyclopropanecarbaldehyde

: 141042-78-6
(1S,2R,3S)-2-Benzyl-3-(morpholine-4-carbonyl)-cyclopropanecarboxylic acid

Guidance literature:: With jones' reagent; In acetone; at 0 - 5 ℃; for 2h;
DOI:10.1021/jm00088a005

Reference yield:

: 22910-59-4
(Z)-4-phenylbut-2-en-1-ol

: 141042-78-6
(1S,2R,3S)-2-Benzyl-3-(morpholine-4-carbonyl)-cyclopropanecarboxylic acid

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) N,N-dimethylaniline, 2.) Et₃N / 1.) CH₂Cl₂, 0 deg C, 15 min, 2.) CH₂Cl₂, from 0 deg C to RT, 45 min

2: Rh₂(S-MEPY)4 / CH₂Cl₂ / 18 h / Heating

3: 1.) trimethylaluminum / 1.) CH₂Cl₂, hexane, RT, 20 min, 2.) CH₂Cl₂, hexane, 40 deg C, 40 h

4: pyridinium chlorochromate / CH₂Cl₂ / 48 h / Ambient temperature

5: K₂CO₃ / methanol / 24 h / Ambient temperature

6: 8N Jones' reagent / acetone / 2 h / 0 - 5 °C

With jones' reagent; Rh₂[(2S)-5-hydroxypyrrolidine-2-COOMe]4; trimethylaluminum; potassium carbonate; N,N-dimethyl-aniline; triethylamine; pyridinium chlorochromate; In methanol; dichloromethane; acetone;
DOI:10.1021/jm00088a005

Reference yield:

: 132316-73-5
Diazo-acetic acid (Z)-4-phenyl-but-2-enyl ester

: 141042-78-6
(1S,2R,3S)-2-Benzyl-3-(morpholine-4-carbonyl)-cyclopropanecarboxylic acid

Guidance literature:: Multi-step reaction with 5 steps

1: Rh₂(S-MEPY)4 / CH₂Cl₂ / 18 h / Heating

2: 1.) trimethylaluminum / 1.) CH₂Cl₂, hexane, RT, 20 min, 2.) CH₂Cl₂, hexane, 40 deg C, 40 h

3: pyridinium chlorochromate / CH₂Cl₂ / 48 h / Ambient temperature

4: K₂CO₃ / methanol / 24 h / Ambient temperature

5: 8N Jones' reagent / acetone / 2 h / 0 - 5 °C

With jones' reagent; Rh₂[(2S)-5-hydroxypyrrolidine-2-COOMe]4; trimethylaluminum; potassium carbonate; pyridinium chlorochromate; In methanol; dichloromethane; acetone;
DOI:10.1021/jm00088a005