JPS54112896A - Preparation of maytansines - Google Patents
Preparation of maytansinesInfo
- Publication number
- JPS54112896A JPS54112896A JP1867578A JP1867578A JPS54112896A JP S54112896 A JPS54112896 A JP S54112896A JP 1867578 A JP1867578 A JP 1867578A JP 1867578 A JP1867578 A JP 1867578A JP S54112896 A JPS54112896 A JP S54112896A
- Authority
- JP
- Japan
- Prior art keywords
- formula
- maytansinol
- maytansine
- prepared
- lower alkyl
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
Abstract
PURPOSE:To prepare maytansines having antibiotic and carcinostatic activities, in high yield and at low cost compared with the conventional vegetable extraction process, by the chemical synthesis using maytansinol as a starting material. CONSTITUTION:A maytansine of formula III is prepared by reacting a maytansinol of formula I (R is lower alkyl) with an amino acid derivative of formula II in the presence of a carbodimide of formula R1-N=C=N-R2 (R1,2 are cycloalkyl, lower alkyl, etc. which can convert the carbodiimide bond to a urea bond by the acylation reaction). A novel D-isomer of maytansine III wherein the absolute configuration of the 2'-assymmetric center is D, or a novel mixture of D and L-isomers can be prepared by the method of this invention.
Priority Applications (11)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP1867578A JPS54112896A (en) | 1978-02-20 | 1978-02-20 | Preparation of maytansines |
| US05/886,815 US4137230A (en) | 1977-11-14 | 1978-03-15 | Method for the production of maytansinoids |
| US05/948,895 US4190580A (en) | 1977-11-14 | 1978-10-05 | Optically active maytansinoids and maytansinoid production method |
| CA316,118A CA1097627A (en) | 1977-11-14 | 1978-11-10 | Method for the production of maytansinoids |
| CH1160678A CH637398A5 (en) | 1977-11-14 | 1978-11-10 | METHOD FOR PRODUCING MAYTANSINOID COMPOUNDS. |
| DE19782849090 DE2849090A1 (en) | 1977-11-14 | 1978-11-11 | METHOD FOR PRODUCING MAYTANSINOID COMPOUNDS |
| FR7832040A FR2416895A1 (en) | 1977-11-14 | 1978-11-13 | MAYTANSINOIDS PRODUCTION PROCESS |
| IT29728/78A IT1100898B (en) | 1977-11-14 | 1978-11-13 | PROCEDURE FOR PRODUCING MAITANSINOID COMPOUNDS |
| SE7811689A SE441830B (en) | 1977-11-14 | 1978-11-13 | PROCEDURE FOR PREPARING MAYTANSINOIDS |
| DK503978A DK503978A (en) | 1977-11-14 | 1978-11-13 | PROCEDURE FOR THE PREPARATION OF MAYTANSINOIDS |
| GB7844415A GB2009742B (en) | 1977-11-14 | 1978-11-14 | Process for the preparation of maytansinoids and d-maytansinoids |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP1867578A JPS54112896A (en) | 1978-02-20 | 1978-02-20 | Preparation of maytansines |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS54112896A true JPS54112896A (en) | 1979-09-04 |
| JPS6152835B2 JPS6152835B2 (en) | 1986-11-14 |
Family
ID=11978169
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP1867578A Granted JPS54112896A (en) | 1977-11-14 | 1978-02-20 | Preparation of maytansines |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS54112896A (en) |
-
1978
- 1978-02-20 JP JP1867578A patent/JPS54112896A/en active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| JPS6152835B2 (en) | 1986-11-14 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| WO1979000405A1 (en) | Process for the production of d,l-2-amino-4-methylsulphosphino-butyric acid | |
| JPS54112896A (en) | Preparation of maytansines | |
| JPS54128591A (en) | Cephalosporin analog | |
| JPS6440467A (en) | Novel substituted diphenylimidazole derivative | |
| DK133285A (en) | PROCEDURE AND BASIC MATERIAL FOR THE PREPARATION OF BESTATIN DERIVATIVES | |
| GB1505020A (en) | Substituted 2-phenylimino-thiazolines a process for their preparation and their use as ectoparasiticides | |
| IE44485L (en) | Dipeptides | |
| ATE34169T1 (en) | PROCESS FOR THE PREPARATION OF METHYL NMETHYLANTHRANILATE. | |
| JPS5686184A (en) | Novel mitomycin c derivative | |
| JPS56104860A (en) | Preparation of beta-trihaloacetoxysulfide | |
| JPS57114579A (en) | Preparation of aminobenzimidazolones | |
| JPS57120570A (en) | Preparation of 1,3-dialkyl-2-imidazolidinone | |
| CA1273347C (en) | ||
| IE780206L (en) | Production of vinyl and isopropenyl chloroformate and¹thiochloroformate | |
| GB1476620A (en) | Diaminodiphenyl-dithioethers | |
| JPS5262234A (en) | Process for preparation of n_3'-hydroxyphenyl-2-methylbenzamide | |
| JPS5257123A (en) | Process for compound having protected amino group or hydrazing group | |
| JPS5461128A (en) | Peptide derivative | |
| JPS6419063A (en) | Novel heterocyclic compound and use thereof | |
| JPS5653652A (en) | Preparation of indole or indole derivative | |
| JPS5272883A (en) | Preparation of sulfur-containing amino acid | |
| JPS55157573A (en) | Preparation of thiolcarbonate of 2-mercapto-pyrimidine | |
| JPS57183758A (en) | Preparation of (n-methylpyrrol-2-)acetothioamide derivative | |
| JPS5630988A (en) | Novel preparation of 7-methoxycephalosporin derivative | |
| JPS56115775A (en) | Preparation of dihydroxymethylpyridine dicarbamate |