CN105294502A - Synthetic method of N-Boc-1,6-hexamethylene diamine - Google Patents
Synthetic method of N-Boc-1,6-hexamethylene diamine Download PDFInfo
- Publication number
- CN105294502A CN105294502A CN201410357269.5A CN201410357269A CN105294502A CN 105294502 A CN105294502 A CN 105294502A CN 201410357269 A CN201410357269 A CN 201410357269A CN 105294502 A CN105294502 A CN 105294502A
- Authority
- CN
- China
- Prior art keywords
- boc
- hexanediamine
- synthetic method
- hexamethylene diamine
- solution
- 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.)
- Withdrawn
Links
- 238000010189 synthetic method Methods 0.000 title claims abstract description 10
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 claims abstract description 18
- 239000000047 product Substances 0.000 claims abstract description 7
- 150000008065 acid anhydrides Chemical class 0.000 claims abstract description 5
- 238000006243 chemical reaction Methods 0.000 claims abstract description 4
- 239000000706 filtrate Substances 0.000 claims abstract description 4
- 239000002904 solvent Substances 0.000 claims abstract description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 4
- RVZPDKXEHIRFPM-UHFFFAOYSA-N tert-butyl n-(6-aminohexyl)carbamate Chemical compound CC(C)(C)OC(=O)NCCCCCCN RVZPDKXEHIRFPM-UHFFFAOYSA-N 0.000 claims description 10
- DYHSDKLCOJIUFX-UHFFFAOYSA-N tert-butoxycarbonyl anhydride Chemical compound CC(C)(C)OC(=O)OC(=O)OC(C)(C)C DYHSDKLCOJIUFX-UHFFFAOYSA-N 0.000 claims description 4
- 239000000284 extract Substances 0.000 claims description 3
- 238000002425 crystallisation Methods 0.000 abstract description 2
- 230000008025 crystallization Effects 0.000 abstract description 2
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 abstract 9
- 238000001035 drying Methods 0.000 abstract 1
- 238000002474 experimental method Methods 0.000 abstract 1
- 238000001914 filtration Methods 0.000 abstract 1
- 239000000126 substance Substances 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 description 7
- 238000000034 method Methods 0.000 description 5
- 230000015572 biosynthetic process Effects 0.000 description 4
- 238000003786 synthesis reaction Methods 0.000 description 4
- 201000010099 disease Diseases 0.000 description 2
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 2
- 230000005311 nuclear magnetism Effects 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention discloses a synthetic method of N-Boc-1,6-hexamethylene diamine. The synthetic method comprises the following steps: dissolving 1.6-hexamethylene diamine (58.0 g, 0.5 mol) and triethylamine (14.4 g, 0.1 mol) in 300 ml of DCM (dichloromethane); slowly dropping 100 ml of DCM solution with acid anhydride (21.8 g, 0.1 mol) dissolved into the solution; when the solution becomes turbid, performing room temperature reaction overnight; filtering; extracting the filtrate with water for 3 times; spin drying the solvent to obtain 15.0 g of the product, wherein the yield is 73.0%. The synthesized N-Boc-1,6-hexamethylene diamine is high in yield, good in crystallization effect and high in purity, and provides a high purity standard sample or sample for follow-up chemical and biological experiments.
Description
Technical field
The invention belongs to field of compound preparation, especially a kind of synthetic method of N-Boc-1,6-hexanediamine.
Background technology
At present, because Bioexperiment makes new breakthroughs, make us in treatment and find in the process of the cause of disease, means are more, result is more accurate, property pharmaceutical requirements is also increased gradually so for the various disease for the treatment of, therefore, the various compound with New function is developed a large amount of, the whole world all has in searching the new compound resisting various difficult and complicated cases, in the process so developed at these new compounds, the compound of numerous new textures and new configuration can be produced, and then find useful in the new compound that these are numerous, there is the molecule for the treatment of use, therefore developing new compound is one and important process.
Summary of the invention
The object of the present invention is to provide a kind of synthetic method of N-Boc-1,6-hexanediamine, synthesis step of the present invention is simple, finished product yield is high, foreign matter content is low.
The object of the invention is to be achieved through the following technical solutions:
A kind of synthetic method of N-Boc-1,6-hexanediamine, step is as follows:
Be dissolved in 300mlDCM by 1.6-hexanediamine and triethylamine, be slowly added dropwise in above-mentioned solution by the DCM solution being dissolved with Boc acid anhydrides, solution turned cloudy, room temperature reaction spends the night, and filter, filtrate water extracts 3 times, is spin-dried for solvent, obtains product N-Boc-1,6-hexanediamine.
And, described 1.6-hexanediamine: triethylamine: Boc anhydride molar ratio is: 5:1:1.
Advantage of the present invention and positively effect are:
1, the N-Boc-1 of the present invention's synthesis, the productive rate of 6-hexanediamine is high, and crystallization effect is good, and purity is high, for follow-up chemistry and Bioexperiment provide highly purified standard specimen or sample.
2, the invention provides N-Boc-1, the synthesis condition in the building-up process of 6-hexanediamine, raw material, and the nuclear-magnetism figure of synthesis after product, for the analysis and identification of product each in building-up process provides detailed support.
Accompanying drawing explanation
Fig. 1 is the nuclear-magnetism figure of N-Boc-1,6-hexanediamine.
Embodiment
Below in conjunction with embodiment, the present invention is further described, and following embodiment is illustrative, is not determinate, can not limit protection scope of the present invention with following embodiment.
Raw material: 1.6-hexanediamine _ domestic market is bought, Boc acid anhydrides _ domestic market is bought
Synthetic route of the present invention is as follows:
A kind of synthetic method of N-Boc-1,6-hexanediamine, step is as follows:
By 1.6-hexanediamine (58.0g, 0.5mol) be dissolved in 300mlDCM with triethylamine (14.4g, 0.1mol), Boc acid anhydrides (21.8g will be dissolved with, 100mlDCM solution 0.1mol) is slowly added dropwise in above-mentioned solution, solution turned cloudy, room temperature reaction spends the night, and filters, filtrate water extracts 3 times, be spin-dried for solvent, obtain product 15.0g, productive rate 73.0%.
Claims (2)
1. the synthetic method of a N-Boc-1,6-hexanediamine, is characterized in that: step is as follows:
Be dissolved in 300mlDCM by 1.6-hexanediamine and triethylamine, be slowly added dropwise in above-mentioned solution by the DCM solution being dissolved with Boc acid anhydrides, solution turned cloudy, room temperature reaction spends the night, and filter, filtrate water extracts 3 times, is spin-dried for solvent, obtains product N-Boc-1,6-hexanediamine.
2. the synthetic method of N-Boc-1,6-hexanediamine according to claim 1, is characterized in that: described 1.6-hexanediamine: triethylamine: Boc anhydride molar ratio is: 5:1:1.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201410357269.5A CN105294502A (en) | 2014-07-24 | 2014-07-24 | Synthetic method of N-Boc-1,6-hexamethylene diamine |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201410357269.5A CN105294502A (en) | 2014-07-24 | 2014-07-24 | Synthetic method of N-Boc-1,6-hexamethylene diamine |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN105294502A true CN105294502A (en) | 2016-02-03 |
Family
ID=55192424
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201410357269.5A Withdrawn CN105294502A (en) | 2014-07-24 | 2014-07-24 | Synthetic method of N-Boc-1,6-hexamethylene diamine |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN105294502A (en) |
-
2014
- 2014-07-24 CN CN201410357269.5A patent/CN105294502A/en not_active Withdrawn
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN103833593B (en) | A kind of preparation method of N-(the 9-fluorenylmethyloxycarbonyl)-O-tert-butyl group-TYR | |
| CN104289210B (en) | Preparation method of phenylalanine chiral chromatographic column stationary phase | |
| CN104003978B (en) | The industrialized process for preparing of bepotastine or its racemoid | |
| CN105294502A (en) | Synthetic method of N-Boc-1,6-hexamethylene diamine | |
| CN104151170A (en) | 4-nitrophenethylamine hydrochloride and preparation method thereof | |
| CN102557980A (en) | Method for preparing high-purity capsaicine monomer by crystallization | |
| CN104530112A (en) | Method for preparing everolimus intermediate and ethylated impurities thereof | |
| CN105294731A (en) | Synthesis of N-biotinyl-N ,-Boc-1, 6-hexanediamine | |
| CN104876856A (en) | Method for preparing (R)-(+)-3-piperidinamine dihydrochloride by using resolution method | |
| CN102964355A (en) | Preparation method of penicillin G sulfoxide | |
| CN103554032A (en) | Preparation method of high-optical-purity (-)-6-(4-aminophenyl)-4,5-dihydro-5-methyl-3(2H)-pyridazinone | |
| CN102887851B (en) | Compound 3,5-dimethyl-1H-pyrrole-2,4-diformaldehyde and preparation method thereof | |
| CN102731340A (en) | Preparation method of demethyl aureomycin hydrochloride | |
| CN105461588A (en) | Method for compounding metabolites 6 in ridomil | |
| CN102010345A (en) | Method for preparing D-phenylalanine through dynamic kinetic resolution | |
| CN103992259B (en) | The new technique for synthesizing of PCA | |
| CN104592046A (en) | Optically active valine compound and production method thereof | |
| CN110540570A (en) | method for separating and purifying fusidic acid through ion exchange resin | |
| CN110028420A (en) | A kind of synthetic method of chloromycetin sodium succinate | |
| CN104974081A (en) | Synthetic method of 3-bromopyridine | |
| CN103833751B (en) | The synthesis technique of a kind of vinpocetin related impurities A | |
| RU2594166C2 (en) | PURE TETRAHYDRATE L-ARGININE SALT S-(-)-9-FLUORO-6,7-DIHYDRO-8-(4-HYDROXYPIPERIDINE-1-YL)-5-METHYL-1-OXO-1H,-5H-BENZO[i,j]HINOLIZIN-2-CARBOXYLIC ACID AND METHOD FOR PRODUCTION THEREOF | |
| CN105315191A (en) | Synthesis method of 3,3'-dithiodipropionic acid bis(N-hydroxyl succinimide ester) | |
| CN103896874B (en) | A kind of open chain crown ether type compound and its preparation method and application | |
| CN105523921A (en) | Method for preparing 2,3-difluoro-6-methoxybenzoic acid |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C06 | Publication | ||
| PB01 | Publication | ||
| WW01 | Invention patent application withdrawn after publication | ||
| WW01 | Invention patent application withdrawn after publication |
Application publication date: 20160203 |