Large-scale synthesis of immunoactivating natural product, pristane, by continuous microfluidic dehydration as the key step

Katsunori Tanaka; Shinya Motomatsu; Koichi Koyama; Shin-ichi Tanaka; Koichi Fukase

doi:10.1021/ol062777o

Large-scale synthesis of immunoactivating natural product, pristane, by continuous microfluidic dehydration as the key step

Org Lett. 2007 Jan 18;9(2):299-302. doi: 10.1021/ol062777o.

Authors

Katsunori Tanaka¹, Shinya Motomatsu, Koichi Koyama, Shin-ichi Tanaka, Koichi Fukase

Affiliation

¹ Department of Chemistry, Graduate School of Science, Osaka University, Machikaneyama 1-1, Toyonaka, Osaka 560-0043, Japan.

PMID: 17217289
DOI: 10.1021/ol062777o

Abstract

An efficient protocol of dehydration was developed under microfluidic conditions. The method was applied to a multikilogram synthesis of pristane, a biologically important natural product, which is now widely used as an adjuvant for monoclonal antibody production. [reaction: see text].

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Biological Factors / chemical synthesis*
Biological Factors / chemistry
Dehydration
Microfluidic Analytical Techniques / instrumentation
Microfluidic Analytical Techniques / methods*
Molecular Structure
Sensitivity and Specificity
Terpenes / chemical synthesis*
Terpenes / chemistry

Substances

Biological Factors
Terpenes
pristane