Vinylboronic acid MIDA ester
ALDRICH/704415 - 97%
Synonym: 6-
CAS Number: 1104636-73-8
Empirical Formula (Hill Notation): C7H10BNO4
Molecular Weight: 182.97
MDL Number: MFCD11656092
Linear Formula: C7H10BNO4
Product Type: Chemical
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: 704415-100G
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: 704415-1G
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: 704415-5G
| assay | 97% |
| form | powder |
| InChI | 1S/C7H10BNO4/c1-3-8-12-6( |
| InChI key | MGRQGYAVASCCAK-UHFFFAOYSA |
| mp | 152-156 °C |
| Quality Level | 100  |
| SMILES string | CN1CC(=O)OB(OC(=O)C1)C=C |
| storage temp. | 2-8°C |
| Application: | • Vinylboronic acid MIDA ester is an air and chromatographically stable boronic acid surrogate for Suzuki-Miyaura cross-coupling. It can also be used in Heck and oxidative Heck reactions as well as in olefin metathesis to provide the cross-coupled product. • It is compatible with a wide range of common synthetic reagents that allows functionalization to synthesize structurally complex boronic acid surrogates. • It undergoes cyclopropanation and epoxidation to yield corresponding MIDA cyclopropane and oxirane, respectively. • It can be used as one of the major reagents for the scalable synthesis of potent cytotoxin, Leiodermatolide and for the total synthesis of (−)-Blepharocalyxin D. |
| Application: | MIDA boronates as stable boronic acid surrogates for classically challenging cross-couplings Suzuki Cross-Coupling with MIDA Boronates |
| General description: | Vinylboronic acid MIDA ester, like other MIDA boronates, possesses the capacity for controlled, in situ slow-release of boronic acids under aqueous basic conditions allowing the cross-coupling of classically challenging substrates. |
| Packaging: | 1, 5, 25, 100 g in glass bottle |
| RIDADR | NONH for all modes of transport |
| WGK Germany | WGK 2 |
| Flash Point(F) | Not applicable |
| Flash Point(C) | Not applicable |
| Purity | 97% |
| mp | 152-156 °C |
| Storage Temp. | 2-8°C |
| UNSPSC | 12352103 |