(1S,2S)-((1R,2S,5R)-2-isopropyl-5-methylcyclohexyl) 2-(2-(9H-xanthen-9-yl)acetyl)cyclopropanecarboxylate

Base Information

• Chemical Name: (1S,2S)-((1R,2S,5R)-2-isopropyl-5-methylcyclohexyl) 2-(2-(9H-xanthen-9-yl)acetyl)cyclopropanecarboxylate
• CAS No.: 201851-10-7
• Molecular Formula: C₂₉H₃₄O₄
• Molecular Weight: 446.587
• Mol file: 201851-10-7.mol

Synonyms:(1S,2S)-((1R,2S,5R)-2-isopropyl-5-Methylcyclohexyl) 2-(2-(9H-xanthen-9-yl)acetyl)cyclopropanecarboxylate;(1S,2S)-((1R,2S,5R)-2-isopropyl-5-Methylcyclohexyl) 2-(2-(9H-xanthen-9-yl)acetyl)cyclopropanecarboxylate-7;Cyclopropanecarboxylic acid, 2-[2-(9H-xanthen-9-yl)acetyl]-, (1R,2S,5R)-5-methyl-2-(1-methylethyl)cyclohexyl ester, (1S,2S)-

Chemical Property of (1S,2S)-((1R,2S,5R)-2-isopropyl-5-methylcyclohexyl) 2-(2-(9H-xanthen-9-yl)acetyl)cyclopropanecarboxylate

Chemical Property:

• Boiling Point: 545.4±50.0 °C(Predicted)
• PSA: 52.60000
• Density: 1.17±0.1 g/cm3(Predicted)
• LogP: 6.52350

Purity/Quality:

≥95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (1S,2S)-((1R,2S,5R)-2-isopropyl-5-methylcyclohexyl) 2-(2-(9H-xanthen-9-yl)acetyl)cyclopropanecarboxylate

There total 3 articles about (1S,2S)-((1R,2S,5R)-2-isopropyl-5-methylcyclohexyl) 2-(2-(9H-xanthen-9-yl)acetyl)cyclopropanecarboxylate 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:

(1S,2S)-cyclopropane-1,2-dicarboxylic acid bis-(1R,2S,5R)-(5-isopropyl-2-methyl-cyclohexyl) ester (96149-00-7) → (1S,2S)-2-(2-9H-Xanthen-9-yl-acetyl)-cyclopropanecarboxylic acid (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester (201851-10-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 5 N aq. NaOH / propan-2-ol / 70 °C

2: SOCl₂ / Ambient temperature

3: 1.) Zn(Cu), 2.) Pd(Ph₃P)4 / 1.) benzene, N,N-dimethylacetamide, 60 deg C, 3 h, 2.) benzene, N,N-dimethylacetamide, RT, 1 h

With sodium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; thionyl chloride; zinc copper; In isopropyl alcohol;

DOI:10.1021/jm970498o

Reference yield:

9-iodomethyl-9H-xanthene (201851-33-4) + (1S,2S)-2-chlorocarbonyl-cyclopropanecarboxylic acid (1R,2S,5R)-5-isopropyl-2-methyl-cyclohexyl ester (178685-01-3) → (1S,2S)-2-(2-9H-Xanthen-9-yl-acetyl)-cyclopropanecarboxylic acid (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester (201851-10-7)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; zinc copper; Yield given. Multistep reaction; 1.) benzene, N,N-dimethylacetamide, 60 deg C, 3 h, 2.) benzene, N,N-dimethylacetamide, RT, 1 h;

DOI:10.1021/jm970498o

Reference yield:

(1S,2S)-cyclopropane-1,2-dicarboxylic acid mono-(1R,2S,5R)-(5-isopropyl-2-methyl-cyclohexyl) ester (175221-03-1) → (1S,2S)-2-(2-9H-Xanthen-9-yl-acetyl)-cyclopropanecarboxylic acid (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester (201851-10-7)

Guidance literature:

Multi-step reaction with 2 steps

1: SOCl₂ / Ambient temperature

2: 1.) Zn(Cu), 2.) Pd(Ph₃P)4 / 1.) benzene, N,N-dimethylacetamide, 60 deg C, 3 h, 2.) benzene, N,N-dimethylacetamide, RT, 1 h

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; thionyl chloride; zinc copper;

DOI:10.1021/jm970498o

upstream raw materials:

9-iodomethyl-9H-xanthene

(1S,2S)-2-chlorocarbonyl-cyclopropanecarboxylic acid (1R,2S,5R)-5-isopropyl-2-methyl-cyclohexyl ester

(1S,2S)-cyclopropane-1,2-dicarboxylic acid bis-(1R,2S,5R)-(5-isopropyl-2-methyl-cyclohexyl) ester

(1S,2S)-cyclopropane-1,2-dicarboxylic acid mono-(1R,2S,5R)-(5-isopropyl-2-methyl-cyclohexyl) ester

Downstream raw materials:

(1S,2S)-2-(2-9H-Xanthen-9-yl-acetyl)-cyclopropanecarboxylic acid

(1S,2S)-2-[(R)-1-Amino-1-carboxy-2-(9H-xanthen-9-yl)-ethyl]-cyclopropanecarboxylic acid

(1S,2S)-2-[(R)-1-(4-Methoxy-benzyl)-2,5-dioxo-4-(9H-xanthen-9-ylmethyl)-imidazolidin-4-yl]-cyclopropanecarboxylic acid 4-methoxy-benzyl ester

Refernces