Skip to Content
Merck
CN

Key Documents

View All Documentation

680184

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

96%

Synonym(s):

(11bS)-4-Hydroxy-2,6-bis(triphenylsilyl)dinaphtho-[2,1-d1′,2′f]-[1,3,2]-dioxaphosphepin 4-oxide, MacMillan TiPSY catalyst

Sign In to View Organizational & Contract Pricing.

Select a Size

Change View

About This Item

Empirical Formula (Hill Notation):
C56H41O4PSi2
CAS Number:
929097-92-7
Molecular Weight:
865.07
NACRES:
NA.22
PubChem Substance ID:
24885544
UNSPSC Code:
12352005
MDL number:
MFCD09265079
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

Quality Level

100

assay

96%

form

solid

optical activity

[α]22/D +210°, c = 1 in chloroform

mp

188-193 °C

functional group

phosphate

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

Application

(S)-3,3′-Bis(triphenylsilyl)-1,1′-binaphthyl-2,2′-diyl hydrogenphosphate can be used as a catalyst:
  • In the synthesis of 1,3-dioxolochroman skeletons by reacting 3-methyl-2-vinylindoles with ortho-quinone methides.
  • In the exo-selective cyclization of mupirocin methyl ester.
  • In the kinetic resolution of cyclic aliphatic syn-1,3-diols, which are used as valuable building blocks.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

新产品

This item has

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
08922KH
00808TE

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

Articles

Experimental and Computational Studies on Regiodivergent Chiral Phosphoric Acid Catalyzed Cycloisomerization of Mupirocin Methyl Ester
Wang S, et al.
Chemistry?A European Journal , 26(8), 4583-4591 (2020)
Parallel Kinetic Resolution of Unsymmetrical Acyclic Aliphatic syn-1, 3-Diols
Yang H and Zheng W
Organic Letters, 21(13), 5197-5200 (2019)
Diastereo-and Enantioselective Construction of Biologically Important Chiral 1, 3-Dioxolochroman Frameworks via Catalytic Asymmetric [4+ 2] Cycloaddition
Tu M, et al.
The Journal of Organic Chemistry, 85(8), 5403-5415 (2020)

Global Trade Item Number

SKUGTIN
680184-100MG04061833549865