518379

Butylboronic acid N,N,N′,N′-tetramethyl-L-tartaric acid diamide ester

• Synonym(s): (4R,5R)-2-Butyl-N,N,N′,N′-tetramethyl-1,3,2-dioxaborolane-4,5-dicarboxamide
• Empirical Formula (Hill Notation): C₁₂H₂₃BN₂O₄
• CAS Number: 161344-85-0
• Molecular Weight: 270.13
• MDL number: MFCD04113606
• UNSPSC Code: 12352103
• PubChem Substance ID: 24874017
• NACRES: NA.22

Properties

• optical activity: [α]20/D -105°, c = 1.7% in chloroform
• refractive index: n20/D 1.478 (lit.)
• bp: 178-179 °C (lit.)
• density: 1.072 g/mL at 25 °C (lit.)
• functional group: amide
• SMILES string: CCCCB1O[C@H]([C@@H](O1)C(=O)N(C)C)C(=O)N(C)C
• InChI: 1S/C12H23BN2O4/c1-6-7-8-13-18-9(11(16)14(2)3)10(19-13)12(17)15(4)5/h9-10H,6-8H2,1-5H3/t9-,10-/m1/s1
• InChI key: AFQWQRBBIZKYTE-NXEZZACHSA-N

Description

Application

Butylboronic acid N,N,N′,N′-tetramethyl-L-tartaric acid diamide ester can be used as a cyclopropanation ligand in one of the key steps for the total synthesis of:

• (+)-Frondosin, a natural product from marine sponges.
• Marine cyanobacterium natural products: coibacins A and B.

Reactant for:
Preparation of biologically and pharmacologically active molecules

Safety Information

• Storage Class: 10 - Combustible liquids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)