Aspterric acid

Base Information

• Chemical Name: Aspterric acid
• CAS No.: 67309-95-9
• Molecular Formula: C15H22O4
• Molecular Weight: 266.3328
• Hs Code.: 2932190090
• Mol file: 67309-95-9.mol

Synonyms:

Chemical Property of Aspterric acid

Chemical Property:

• Vapor Pressure: 2.83E-08mmHg at 25°C
• Boiling Point: 405.8°Cat760mmHg
• PKA: 3.42±0.20(Predicted)
• Flash Point: 148.4°C
• PSA: 55.76000
• Density: 1.2g/cm³
• LogP: 2.93430
• Storage Temp.: ?20°C
• Solubility.: Soluble in DMSO

Purity/Quality:

98%,99%, ^*data from raw suppliers

Aspterric acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Description: Aspterric acid is a carotene-type sesquiterpene, plant growth regulator, and inhibitor of pollen development originally isolated from the fungus A. terreus. It inhibits pollen development, reduces stem length at first flowering, and increases the time to bolting and first flowering in A. thaliana when used at a concentration of 38 μM. Aspterric acid exerts its effects on reproductive growth in A. thaliana without inhibiting biosynthesis and transport of the plant growth regulator indole-3-acetic acid .
• Uses: Aspterric acid is an antibiotic compound.

Technology Process of Aspterric acid

There total 14 articles about Aspterric 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: 76.0%

(1S,5S,8R,9R)-8-Acetoxy-4-isopropylidene-10-oxa-tricyclo[7.2.1.01,5]dodecane-8-carboxylic acid methyl ester (67309-99-3,112709-55-4,112709-56-5) → dl-aspterric acid (67309-95-9,89395-32-4,89395-38-0)

Guidance literature:

With sodium hydroxide; In methanol; 1.) room temp.; 2.) 50 deg C, 18 h;;

Reference yield: 61.0%

(1R,5R,8R,9S)-8-Acetoxy-4-isopropylidene-10-oxa-tricyclo[7.2.1.01,5]dodecane-8-carboxylic acid methyl ester (67309-99-3,112709-55-4,112709-56-5) → (1R,5R,8R,9S)-8-Hydroxy-4-isopropylidene-10-oxa-tricyclo[7.2.1.01,5]dodecane-8-carboxylic acid (67309-95-9,89395-32-4,89395-38-0)

Guidance literature:

With sodium hydroxide; In methanol; Ambient temperature;

Reference yield:

(1R,4R,6S,9R,10S)-9-Acetoxy-4-hydroxy-5,5-dimethyl-11-oxa-tricyclo[8.2.1.01,6]tridecane-9-carboxylic acid methyl ester (89330-04-1,89395-37-9) → (1R,5R,8R,9S)-8-Hydroxy-4-isopropylidene-10-oxa-tricyclo[7.2.1.01,5]dodecane-8-carboxylic acid (67309-95-9,89395-32-4,89395-38-0)

Guidance literature:

With potassium hydroxide; phosphorus pentachloride; Yield given. Multistep reaction; 1.) benzene, 2.) MeOH;

DOI:10.1016/S0040-4039(00)88407-5

upstream raw materials:

(1R,4R,6S,9R,10S)-9-Acetoxy-4-hydroxy-5,5-dimethyl-11-oxa-tricyclo[8.2.1.0^1,6]tridecane-9-carboxylic acid methyl ester

(1R,5R,8R,9S)-8-Acetoxy-4-isopropylidene-10-oxa-tricyclo[7.2.1.0^1,5]dodecane-8-carboxylic acid methyl ester

(1R,4R,6S,9S,10S)-9-Methoxy-5,5-dimethyl-4-trimethylsilanyloxy-11-oxa-tricyclo[8.2.1.0^1,6]tridecane-9-carbonitrile

(1R,4R,6S,9R,10S)-4,9-Dihydroxy-5,5-dimethyl-11-oxa-tricyclo[8.2.1.0^1,6]tridecane-9-carboxylic acid methyl ester