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Merck
CN

905240

(R,R,R)-SPIRAP

≥95%, powder or crystals

别名:

((1R,3R,3′R)-3,3′-diethyl-3H,3′H-1,1′-spirobi[isobenzofuran]-7,7′-diyl)bis(diphenylphosphane), (R)-CrabPhos

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关于此项目

经验公式(希尔记法):
C43H38O2P2
分子量:
648.71
MDL number:
UNSPSC Code:
12161600
NACRES:
NA.22
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产品名称

(R,R,R)-SPIRAP, ≥95%

assay

≥95%

form

powder or crystals

reaction suitability

reagent type: ligand
reaction type: Asymmetric synthesis

mp

226-228 °C

SMILES string

CC[C@@H](O1)C2=C([C@@]1(O[C@@H]3CC)C4=C3C=CC=C4P(C5=CC=CC=C5)C6=CC=CC=C6)C(P(C7=CC=CC=C7)C8=CC=CC=C8)=CC=C2

InChI

1S/C43H38O2P2/c1-3-37-35-27-17-29-39(46(31-19-9-5-10-20-31)32-21-11-6-12-22-32)41(35)43(44-37)42-36(38(4-2)45-43)28-18-30-40(42)47(33-23-13-7-14-24-33)34-25-15-8-16-26-34/h5-30,37-38H,3-4H2,1-2H3/t37-,38-,43-/m1/s1

InChI key

PRORVWYPBRMLLA-FFUXEPPCSA-N

Application

(R,R,R)-SPIRAP is a chiral C2-symmetric spiroketal-containing ligand developed in the Nagorny lab for asymmetric catalysis. It can be used in variety of stereoselective transformations, including: Ir-catalyzed hydroarylation, Pd-catalyzed allylic alkylation, Pd-catalyzed Heck couplings, and Rh-catalyzed hydrogenation.

Product can be used with our benchtop hydrogen generator, H-Genie Lite (Z744083)


存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

法规信息

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分析证书(COA)

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相关内容

Nagorny group designs SPIROL-based ligands for efficient catalysis, focusing on asymmetric transformations.


Alonso J Argüelles et al.
Angewandte Chemie (International ed. in English), 57(19), 5325-5329 (2018-02-24)
We present an expedient and economical route to a new spiroketal-based C2 -symmetric chiral scaffold, termed SPIROL. Based on this spirocyclic scaffold, several chiral ligands were generated. These ligands were successfully employed in an array of stereoselective transformations, including in
Design, Synthesis, and Application of Chiral C2-Symmetric Spiroketal-Containing Ligands in Transition-Metal Catalysis.
Arguelles AJ, et al.
Angewandte Chemie (International Edition in English), 57(19), 5325-5329 (2018)