ChemicalBook > CAS DataBase List > S-3,3'-Bis(triphenylsilyl)-1,1'-binaphthyl-2,2'-diyl hydrogenphosphate

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

Product Name
S-3,3'-Bis(triphenylsilyl)-1,1'-binaphthyl-2,2'-diyl hydrogenphosphate
CAS No.
929097-92-7
Chemical Name
S-3,3'-Bis(triphenylsilyl)-1,1'-binaphthyl-2,2'-diyl hydrogenphosphate
Synonyms
SF110008;(S)-3,3'-Bis(triphenylsilyl)binaphthyl phosphate;(S)-3,3’-Bis(triphenylsilyl)-1,1’-binaphthyl-2,2’-diyl Hydrogenphosphate;(S)-3,3'-Bis(triphenylsilyl)-1,1'-binaphthyl-2,2'-diyl hydrogenphosphate 96%;(S)-3,3'-Bis(triphenylsilyl)-1,1'-binaphthalene-2,2'-diyl hydrogen phosphate;(S)-3,3'-Bis(triphenylsilyl)-1,1'-binaphthalene-2,2'-diyl hydrogen phosphate;(S)-3,3'-Bis(triphenylsilyl)-1,1'-binaphthyl-2,2'-diyl Hydrogen Phosphate,99%e.e.;(S)-2,2''-Dihydroxy-3,3''-bis(triphenylsilyl)-1,1''-binaphthalene cyclic phosphate;(S)-(+)-3,3'-BIS(TRIPHENYLSILYL)-1,1'-BINAPHTHYL-2,2'-DIYLHYDROGENPHOSPHATE,MIN.98%[(S)-TIPSY];(11bS)-2,6-Bis(triphenylsilyl)-4-hydroxy-4-oxide-dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin
CBNumber
CB82638520
Molecular Formula
C56H41O4PSi2
Formula Weight
865.08
MOL File
929097-92-7.mol
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S-3,3'-Bis(triphenylsilyl)-1,1'-binaphthyl-2,2'-diyl hydrogenphosphate Property

Melting point:
329-335°C
alpha 
+210° (c=1.0, CHCl3)
Density 
1.32±0.1 g/cm3(Predicted)
storage temp. 
under inert gas (nitrogen or Argon) at 2-8°C
pka
1.17±0.20(Predicted)
form 
solid
color 
white to light-yellow
optical activity
[α]22/D +210°, c = 1 in chloroform
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36/37
WGK Germany 
3
HS Code 
29319090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
680184
Product name
(S)-3,3′-Bis(triphenylsilyl)-1,1′-binaphthyl-2,2′-diyl hydrogenphosphate
Purity
95%
Packaging
100mg
Price
$114.8
Updated
2024/03/01
Strem Chemicals
Product number
15-0341
Product name
(S)-(+)-3,3'-Bis(triphenylsilyl)-1,1'-binaphthyl-2,2'-diyl hydrogen phosphate, min. 98% [(S)-TiPSY]
Packaging
10mg
Price
$65
Updated
2024/03/01
Strem Chemicals
Product number
15-0341
Product name
(S)-(+)-3,3'-Bis(triphenylsilyl)-1,1'-binaphthyl-2,2'-diyl hydrogen phosphate, min. 98% [(S)-TiPSY]
Packaging
100mg
Price
$493
Updated
2024/03/01
ChemScene
Product number
CS-B0723
Product name
(S)-3,3'-Bis(triphenylsilyl)-1,1'-binaphthalene-2,2'-diylhydrogenphosphate
Packaging
100mg
Price
$261
Updated
2021/12/16
ChemScene
Product number
CS-B0723
Product name
(S)-3,3'-Bis(triphenylsilyl)-1,1'-binaphthalene-2,2'-diylhydrogenphosphate
Packaging
1g
Price
$418
Updated
2021/12/16
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S-3,3'-Bis(triphenylsilyl)-1,1'-binaphthyl-2,2'-diyl hydrogenphosphate Chemical Properties,Usage,Production

Chemical Properties

Solid

Uses

(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.

Reactions

  1. Chiral phosphoric acid catalyst used for the highly enantioselective Friedel-Crafts reaction of indoles with imines.
  2. Chiral phosphoric acid catalyst used for the highly enantioselective Friedel-Crafts reaction of pyrrole derivatives with N-acyl imines.
  3. Chiral phosphoric acid catalyst used for the enantioselective transfer hydrogenation of hydroxylactams providing enantioenriched tetrahydro-β-carbolines (in dioxane) at room temperature (up to 94% yield, 90% ee).
  4. [Rh2(OAc)4]/chiral phosphoric acid catalyst used for the enantioselective symmetric, three-component reaction of diazo compounds with imines and water yielding β-amino-α-hydroxy acid derivatives.
  5. Enantioselective desymmetrization of prochiral allenic diols via cooperative catalysis of Pd(OAc)2 and a chiral phosphoric acid.

S-3,3'-Bis(triphenylsilyl)-1,1'-binaphthyl-2,2'-diyl hydrogenphosphate Preparation Products And Raw materials

Raw materials

Preparation Products

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

Tianjin Derchemist Science & Technology Co., Ltd.
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22-58627059 13920586291
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022-58620305
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zdcomcon@126.com
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China
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J & K SCIENTIFIC LTD.
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010-82848833 400-666-7788
Fax
86-10-82849933
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jkinfo@jkchemical.com
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China
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Energy Chemical
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021-021-58432009 400-005-6266
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021-58436166
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sales8178@energy-chemical.com
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Daicel Chiral Technologies (China)CO.,LTD
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021-50460086-9 15921403865
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+86-21-50462321
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han_yajun@dctc.daicel.com
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Bide Pharmatech Ltd.
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400-164-7117 13681763483
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+86-21-61629029
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product02@bidepharm.com
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Jiangsu Aikon Biopharmaceutical R&D co.,Ltd.
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025-66113011 18112977050
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cb6@aikonchem.com
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China
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Sigma-Aldrich
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021-61415566 800-8193336
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orderCN@merckgroup.com
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Shanghai Chiral bio-compound co., Ltd.
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021-5068 3667/17749785980/1029026415; 17749785980
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021-50683667
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1029026415@qq.com
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China
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Greenherbs Science and Technology Development Co., Ltd.
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010-61136123
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+86 (10) 8857-9127
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pub02@greenherbs.com.cn
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Wuhan FengyaoTonghui Chemical Products Co., Ltd.
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027-87466105 15377573527
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2678564200@qq.com
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929097-92-7, S-3,3'-Bis(triphenylsilyl)-1,1'-binaphthyl-2,2'-diyl hydrogenphosphateRelated Search:


  • (S)-3,3'-Bis(triphenylsilyl)-1,1'-binaphthalene-2,2'-diyl hydrogen phosphate
  • (S)-3,3'-Bis(triphenylsilyl)-1,1'-binaphthyl-2,2'-diyl hydrogenphosphate 96%
  • (S)-(+)-3,3'-BIS(TRIPHENYLSILYL)-1,1'-BINAPHTHYL-2,2'-DIYLHYDROGENPHOSPHATE,MIN.98%[(S)-TIPSY]
  • (11bS)-4-Hydroxy-2,6-bis(triphenylsilyl)-4-oxide-dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin
  • (S)-3,3'-Bis(triphenylsilyl)-1,1'-binaphthyl-2,2'-diyl Hydrogen Phosphate,99%e.e.
  • (S)-2,2''-Dihydroxy-3,3''-bis(triphenylsilyl)-1,1''-binaphthalene cyclic phosphate
  • (11bS)-2,6-Bis(triphenylsilyl)-4-hydroxy-4-oxide-dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin
  • SF110008
  • Dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin, 4-hydroxy-2,6-bis(triphenylsilyl)-, 4-oxide, (11bS)-
  • (S)-3,3'-Bis(triphenylsilyl)binaphthyl phosphate
  • (13-hydroxy-13-oxo-16-triphenylsilyl-12,14-dioxa-13lambda5-phosphapentacyclo[13.8.0.02,11.03,8.018,23]tricosa-1(15),2(11),3,5,7,9,16,18,20,22-decaen-10-yl)-triphenylsilane
  • (11bS)-4-Hydroxy-2,6-bis(triphenylsilyl)dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepine 4-oxide
  • (S)-3,3’-Bis(triphenylsilyl)-1,1’-binaphthyl-2,2’-diyl Hydrogenphosphate
  • (S)-3,3'-Bis(triphenylsilyl)-1,1'-binaphthalene-2,2'-diyl hydrogen phosphate
  • (11bS)-2,6-Bis(triphenylsilyl)-4-hydroxy-4-oxide-dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin
  • 929097-92-7