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(S)-(-)-Trityl glycidyl ether

Product Name
(S)-(-)-Trityl glycidyl ether
CAS No.
129940-50-7
Chemical Name
(S)-(-)-Trityl glycidyl ether
Synonyms
Trityl-(s)-glycidyl ether;(S)-TRITYL GLYCIDYL ETHER;(S)-GLYCIDYL TRITYL ETHER;(S)-GlycidylTritylEther>(S)-(-)-GLYCIDYL TRITYL ETHER;(S)-(-)-TRITYL GLYCIDYL ETHER;Triphenylmethyl glycidyl ether;(2S) 2 (TRITYLOXYMETHYL)OXIRANE;(S)-2-((trityloxy)methyl)oxirane;(S)-(-)-Glycidyl Trityl Esther
CBNumber
CB5747605
Molecular Formula
C22H20O2
Formula Weight
316.39
MOL File
129940-50-7.mol
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(S)-(-)-Trityl glycidyl ether Property

Melting point:
99-102 °C (lit.)
alpha 
-10.5 º (c=1 in chloroform)
Boiling point:
438.8±40.0 °C(Predicted)
Density 
1.146±0.06 g/cm3(Predicted)
refractive index 
-11 ° (C=1, CHCl3)
storage temp. 
under inert gas (nitrogen or Argon) at 2-8°C
solubility 
almost transparency in hot Methanol
form 
powder to crystal
color 
White to Light yellow
optical activity
[α]20/D 10.5°, c = 1 in chloroform
InChI
InChI=1S/C22H20O2/c1-4-10-18(11-5-1)22(24-17-21-16-23-21,19-12-6-2-7-13-19)20-14-8-3-9-15-20/h1-15,21H,16-17H2/t21-/m0/s1
InChIKey
XFSXUCMYFWZRAF-NRFANRHFSA-N
SMILES
O1C[C@H]1COC(C1=CC=CC=C1)(C1=CC=CC=C1)C1=CC=CC=C1
CAS DataBase Reference
129940-50-7(CAS DataBase Reference)
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
37/39-26
WGK Germany 
3
HS Code 
29109000
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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.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

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

P405Store locked up.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
456268
Product name
(S)-(?)-Glycidyl trityl ether
Purity
98%
Packaging
5g
Price
$175
Updated
2025/07/31
TCI Chemical
Product number
G0285
Product name
(S)-Glycidyl Trityl Ether
Purity
>98.0%(GC)
Packaging
5g
Price
$66
Updated
2025/07/31
TCI Chemical
Product number
G0285
Product name
(S)-Glycidyl Trityl Ether
Purity
>98.0%(GC)
Packaging
25g
Price
$194
Updated
2025/07/31
TRC
Product number
T887958
Product name
(S)-(-)-TritylGlycidylEther
Packaging
50mg
Price
$45
Updated
2021/12/16
Frontier Specialty Chemicals
Product number
JK463794
Product name
(S)-Glycidyl Trityl Ether
Purity
98%
Packaging
1g
Price
$26
Updated
2021/12/16
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(S)-(-)-Trityl glycidyl ether Chemical Properties,Usage,Production

Chemical Properties

white to light yellow crystal powde

Uses

(S)-(-)-Glycidyl trityl ether may be used to prepare N-(p-alkoxy)benzoyl-2-methylindole-4-acetic acid analogs, which are potent prostaglandin D2 (PGD2) receptor antagonists. It may also be used as a starting material in the multi-step synthesis of (-)-actisonitrile.

Synthesis

76-83-5

57044-25-4

129940-50-7

The general procedure for the synthesis of triphenylmethyl-(S)-glycidyl ethers from triphenylchloromethane and (R)-oxirane-2-methanol is as follows: the preparation of triphenylmethyl-protected glycidyl alcohol derivative 401 was carried out with reference to the literature methodology (Schweizer et al., Synthesis 2007, 3807-3814; this literature is incorporated herein by reference). The procedure was as follows: under argon protection, (β)-glycidol (5.0 g, 61 mmol) was dissolved in CH2Cl2 (30 mL) and slowly added to a stirred solution of triamcinolone chloride (18.6 g, 66.8 mmol) and triethylamine (16.9 mL, 122 mmol) in CH2Cl2 (67 mL) via a syringe under ice-bath conditions. After the addition of glycidol was completed, DMAP (742 mg, 6.08 mmol) was added to the reaction mixture. Subsequently, the reaction system was gradually warmed up to room temperature. After the reaction was carried out for 14 hours, the reaction mixture was diluted with 300 mL of saturated NH4Cl aqueous solution. It was further diluted with water to about 1 L to dissolve the precipitated salt. The product was extracted from the quenched solution with Et2O (3×); the combined ether layers were washed with brine, dried over MgSO4, filtered through filter paper, and concentrated by rotary evaporation to give a white solid. The crude product was purified by recrystallization from boiling MeOH (200 mL), resulting in the target product 401 (14.1 g, 73% yield) as white crystals. The NMR analysis of the obtained product was in agreement with literature reports (Schweizer et al., Synthesis 2007, 3807-3814).

References

[1] Synthesis, 2007, # 24, p. 3807 - 3814
[2] Tetrahedron Letters, 2000, vol. 41, # 33, p. 6323 - 6326
[3] Journal of Organic Chemistry, 2003, vol. 68, # 8, p. 3026 - 3042
[4] Journal of Organic Chemistry, 2013, vol. 78, # 11, p. 5172 - 5183
[5] Patent: WO2010/53572, 2010, A2. Location in patent: Page/Page column 163

(S)-(-)-Trityl glycidyl ether Preparation Products And Raw materials

Raw materials

Preparation Products

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(S)-(-)-Trityl glycidyl ether Suppliers

ABCR GmbH & CO. KG
Tel
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Fax
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Email
info@abcr.de
Country
Germany
ProdList
6831
Advantage
75
Karl H. Boddin Chemiehandel GmbH
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Fax
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Germany
ProdList
1036
Advantage
43
Service Chemical Inc.
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Email
sales@chemos-group.com
Country
Germany
ProdList
6350
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71
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View Lastest Price from (S)-(-)-Trityl glycidyl ether manufacturers

WUHAN FORTUNA CHEMICAL CO., LTD
Product
(S)-(-)-Trityl glycidyl ether 129940-50-7
Price
US $0.00/KG
Min. Order
1KG
Purity
98.0%
Supply Ability
100kg/month
Release date
2021-12-16
Zhuozhou Wenxi import and Export Co., Ltd
Product
(S)-(-)-Trityl glycidyl ether 129940-50-7
Price
US $15.00-10.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-07-10
Zhuozhou Wenxi import and Export Co., Ltd
Product
(S)-(-)-Trityl glycidyl ether 129940-50-7
Price
US $15.00-10.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-07-09

129940-50-7, (S)-(-)-Trityl glycidyl etherRelated Search:


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  • 129940-50-7
  • Organic Building Blocks
  • Epoxides
  • Asymmetric Synthesis
  • Chiral Building Blocks
  • Glycidyl Compounds, etc. (Chiral)
  • Oxiranes
  • Simple 3-Membered Ring Compounds
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  • chiral
  • Heterocyclic Compounds
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