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674745

Sigma-Aldrich

(R)-(–)-3,3′-Bis(triphenylsilyl)-1,1′-binaphthyl-2,2′-diyl hydrogenphosphate

95%

Synonym(s):

(11bR)-4-Hydroxy-2,6-bis(triphenylsilyl)dinaphtho-[2,1-d:1′,2′f]-1,3,2-dioxaphosphepin 4-oxide, MacMillan TiPSY catalyst

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About This Item

Empirical Formula (Hill Notation):
C56H41O4PSi2
CAS Number:
791616-55-2
Molecular Weight:
865.07
MDL number:
MFCD09265079
UNSPSC Code:
12352005
PubChem Substance ID:
24885235
NACRES:
NA.22

Assay

95%

form

solid

optical activity

[α]22/D -197°, c = 1 in chloroform

mp

329-335 °C

SMILES string

OP1(=O)Oc2c(cc3ccccc3c2-c4c(O1)c(cc5ccccc45)[Si](c6ccccc6)(c7ccccc7)c8ccccc8)[Si](c9ccccc9)(c%10ccccc%10)c%11ccccc%11

InChI

1S/C56H41O4PSi2/c57-61(58)59-55-51(62(43-25-7-1-8-26-43,44-27-9-2-10-28-44)45-29-11-3-12-30-45)39-41-23-19-21-37-49(41)53(55)54-50-38-22-20-24-42(50)40-52(56(54)60-61)63(46-31-13-4-14-32-46,47-33-15-5-16-34-47)48-35-17-6-18-36-48/h1-40H,(H,57,58)

InChI key

BDQOCXQVIFQJRK-UHFFFAOYSA-N

Related Categories

Application

Organocatalyst for the first enatioselective organocatalytic reductive amination reaction.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

674745-VAR:
674745-BULK:
674745-100MG:

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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R Ian Storer et al.
Journal of the American Chemical Society, 128(1), 84-86 (2006-01-05)
The first enantioselective organocatalytic reductive amination reaction has been accomplished. The development of a new chiral phosphoric acid catalyst has provided a convenient strategy for the enantioselective construction of protected primary amines and provided a highly stereoselective method for the

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