(1S,3S)-3-[Benzyl-(4-methoxy-benzyl)-carbamoyl]-2,2-dimethyl-cyclopropanecarboxylic acid

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Chemical Name:(1S,3S)-3-[Benzyl-(4-methoxy-benzyl)-carbamoyl]-2,2-dimethyl-cyclopropanecarboxylic acid
CAS No.:208344-78-9
Molecular Formula:C₂₂H₂₅NO₄
Molecular Weight:367.445
Hs Code.:

Synonyms:(1S,3S)-3-[Benzyl-(4-methoxy-benzyl)-carbamoyl]-2,2-dimethyl-cyclopropanecarboxylic acid

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Chemical Property of (1S,3S)-3-[Benzyl-(4-methoxy-benzyl)-carbamoyl]-2,2-dimethyl-cyclopropanecarboxylic acid

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Technology Process of (1S,3S)-3-[Benzyl-(4-methoxy-benzyl)-carbamoyl]-2,2-dimethyl-cyclopropanecarboxylic acid

There total 5 articles about (1S,3S)-3-[Benzyl-(4-methoxy-benzyl)-carbamoyl]-2,2-dimethyl-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: 93.0%

: 208344-75-6
(1S,3S)-3-Formyl-2,2-dimethyl-cyclopropanecarboxylic acid benzyl-(4-methoxy-benzyl)-amide

: 208344-78-9
(1S,3S)-3-[Benzyl-(4-methoxy-benzyl)-carbamoyl]-2,2-dimethyl-cyclopropanecarboxylic acid

Guidance literature:: With Jones’ reagent; In acetone; at 0 ℃; for 3h;
DOI:10.1021/jm980033d

Reference yield:

: 72800-60-3
3-methyl-2-buten-1-yl diazoacetate

: 208344-78-9
(1S,3S)-3-[Benzyl-(4-methoxy-benzyl)-carbamoyl]-2,2-dimethyl-cyclopropanecarboxylic acid

Guidance literature:: Multi-step reaction with 5 steps

1: Rh₂<5(S)-MEPY>4 / CH₂Cl₂ / Heating

2: 1.) Me₃Al / 1.) hexane, 1,2-dichloroethane, RT, 30 min, 2.) hexane, 1,2-dichloroethane, reflux, 24 h

3: 93 percent / pyridinium chlorochromate / CH₂Cl₂ / 12 h / Ambient temperature

4: 80 percent / K₂CO₃ / methanol / 24 h / Ambient temperature

5: 93 percent / aq. CrO₃ in H₂SO₄ / acetone / 3 h / 0 °C

With Jones’ reagent; trimethylaluminum; potassium carbonate; pyridinium chlorochromate; Doyle dirhodium catalyst; In methanol; dichloromethane; acetone;
DOI:10.1021/jm980033d

Reference yield:

: 82442-72-6
(1S,5R)-(-)-6,6-dimethyl-3-oxabicyclo[3.1.0]hexan-2-one

: 208344-78-9
(1S,3S)-3-[Benzyl-(4-methoxy-benzyl)-carbamoyl]-2,2-dimethyl-cyclopropanecarboxylic acid

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) Me₃Al / 1.) hexane, 1,2-dichloroethane, RT, 30 min, 2.) hexane, 1,2-dichloroethane, reflux, 24 h

2: 93 percent / pyridinium chlorochromate / CH₂Cl₂ / 12 h / Ambient temperature

3: 80 percent / K₂CO₃ / methanol / 24 h / Ambient temperature

4: 93 percent / aq. CrO₃ in H₂SO₄ / acetone / 3 h / 0 °C

With Jones’ reagent; trimethylaluminum; potassium carbonate; pyridinium chlorochromate; In methanol; dichloromethane; acetone;
DOI:10.1021/jm980033d