Skip to Content
MilliporeSigma
All Photos(1)

Key Documents

View All Documentation

518379

Sigma-Aldrich

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

Sign Into View Organizational & Contract Pricing

Select a Size

5 G
$206.50

$206.50

List Price$295.00Save 30%

In StockDetails

Request a Bulk Order
All Photos(1)

Select a Size

Change View
5 G
$206.50

About This Item

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

$206.50

List Price$295.00Save 30%

In StockDetails

Request a Bulk Order

optical activity

[α]20/D -105°, c = 1.7% in chloroform

Quality Level

100

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

Looking for similar products? Visit Product Comparison Guide

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.[1]
  • Marine cyanobacterium natural products: coibacins A and B.[2]

Reactant for:
Preparation of biologically and pharmacologically active molecules

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)

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
MKCT7599
MKCR2052
MKCN0800
MKCL8030
MKCK0129

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Coibacins A and B: Total synthesis and stereochemical revision
Carneiro VMT, et al.
The Journal of Organic Chemistry, 79(2), 630-642 (2014)
Total synthesis of (+)-frondosin A. Application of the Ru-catalyzed [5+ 2] cycloaddition.
Trost, Barry M and Hu, Yimin and Horne, Daniel B
Journal of the American Chemical Society, 129(38), 11781-11790 (2007)

Questions

Reviews

No rating value

Active Filters

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service