ChemicalBook > CAS DataBase List > (2R)-(-)-Glycidyl tosylate

(2R)-(-)-Glycidyl tosylate

Product Name
(2R)-(-)-Glycidyl tosylate
CAS No.
113826-06-5
Chemical Name
(2R)-(-)-Glycidyl tosylate
Synonyms
(2R)-(−2,2'-IMINOSTILBENE;RARECHEM AK HZ 0050;)-Glycidyl tosylate;(R)-GLYCIDYL TOSYLATE;(R)-Glycidil Tosylate;LABOTEST-BB LT00440878;pre-miR-372 inhibitor 3;(R)-(-)-GLYCIDYL TOSYLATE;(2R)-(-)-GLYCIDYL TOSYLATE
CBNumber
CB9852877
Molecular Formula
C10H12O4S
Formula Weight
228.26
MOL File
113826-06-5.mol
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(2R)-(-)-Glycidyl tosylate Property

Melting point:
46-49 °C(lit.)
Boiling point:
340.07°C (rough estimate)
alpha 
-18 º (c=2.5,CHCl3)
Density 
1.3749 (rough estimate)
refractive index 
1.5400 (estimate)
Flash point:
>230 °F
storage temp. 
2-8°C
solubility 
dioxane: 50 mg/mL, clear
form 
powder
color 
yellow to orange
optical activity
-19.9° (C=1 g/100ml CHCL3)
Water Solubility 
decomposes
BRN 
3592142
InChI
InChI=1/C10H12O4S/c1-8-2-4-10(5-3-8)15(11,12)14-7-9-6-13-9/h2-5,9H,6-7H2,1H3/t9-/s3
InChIKey
NOQXXYIGRPAZJC-DJEYLCQNNA-N
SMILES
C1(=CC=C(C)C=C1)S(=O)(=O)OC[C@@H]1OC1 |&1:12,r|
CAS DataBase Reference
113826-06-5(CAS DataBase Reference)
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Safety

Hazard Codes 
Xn,N,T
Risk Statements 
45-41-43-51/53-68
Safety Statements 
61-45-36/37/39-26-53
RIDADR 
UN 3077 9/PG 3
WGK Germany 
3
RTECS 
RR0510000
F 
3-10-21
Hazard Note 
Irritant
HazardClass 
9
HS Code 
29109000
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H317May cause an allergic skin reaction

H318Causes serious eye damage

H341Suspected of causing genetic defects

H350May cause cancer

H411Toxic to aquatic life with long lasting effects

Precautionary statements

P201Obtain special instructions before use.

P273Avoid release to the environment.

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

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

P308+P313IF exposed or concerned: Get medical advice/attention.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
540110
Product name
(2R)-(?)-Glycidyl tosylate
Purity
98%
Packaging
5g
Price
$34.02
Updated
2025/07/31
Sigma-Aldrich
Product number
540110
Product name
(2R)-(?)-Glycidyl tosylate
Purity
98%
Packaging
25g
Price
$65.14
Updated
2025/07/31
TCI Chemical
Product number
T1611
Product name
(2R)-(-)-Glycidyl p-Toluenesulfonate
Purity
>98.0%(GC)
Packaging
5g
Price
$38
Updated
2025/07/31
TCI Chemical
Product number
T1611
Product name
(2R)-(-)-Glycidyl p-Toluenesulfonate
Purity
>98.0%(GC)
Packaging
25g
Price
$97
Updated
2025/07/31
TRC
Product number
G616000
Product name
(2R)-(?)-Glycidyl tosylate
Packaging
10g
Price
$150
Updated
2021/12/16
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(2R)-(-)-Glycidyl tosylate Chemical Properties,Usage,Production

Chemical Properties

white crystalline powder

Uses

(2R)-(-)-Glycidyl Tosylate is a protected glycidol used as an intermediate in the preparation of neurochemicals.

Uses

(2R)-(-)-Glycidyl tosylate may be used to prepare:

  • 1-O-hexadecyl-sn-glycerol 3-O-p-toluenesulfonate by reacting with 1-hexadecanol in the presence of boron trifluoride etherate.
  • 4-Oxiranylmethoxy-(1H)-indole by reacting with 4-hydroxyindole in the presence of sodium hydride.
  • [18F]Epifluorohydin, an intermediate for preparing of [18F]fluoromisonidazole.
It can also be used as a starting material in the synthesis of 1,2-diacyl-sn-3-glycerophosphocholines.

Uses

Protected Glycidol, (2R)-(-)-Glycidyl tosylate is used as an intermediate in the preparation of neurochemicals.

Synthesis

98-59-9

57044-25-4

113826-06-5

GENERAL STEPS: Under dry conditions, p-toluenesulfonyl chloride (PTSC, 25.0 g) and (R)-oxirane-2-methanol (6.0 mL) were dissolved in anhydrous dichloromethane (DCM, 250 mL). Subsequently, triethylamine (TEA, 36.0 mL) was added slowly and dropwise at 0°C to the reaction mixture. After the reaction was stirred continuously at 0°C for 3 h, the reaction solution was concentrated by rotary evaporator. The crude product was purified by fast column chromatography (eluent: ethyl acetate/petroleum ether) to afford (R)-p-toluenesulfonic acid glycidyl ester (17.6 g) as a white solid. Yield: 85.0%; Melting point: 44-46°C; [α]D25 = +18.3 (c 1.7, acetonitrile). IR (KBr, cm-1): 1598, 1363, 1177, 969, 666, 556. 1H NMR (400 MHz, DMSO-d6) δ: 7.83 (d, J = 8.1 Hz, 2H), 7.52- 7.46 (m, 2H), 4.43 (d, J = 11.6 Hz, 1H), 3.85 (dddd, J = 7.0, 5.7, 3.7, 1.9 Hz, 1H), 3.26-3.17 (m, 1H), 2.78 (t, J = 4.6 Hz, 1H), 2.66-2.58 (m, 1H), 2.42 (s, 3H). esi -MS m/z: 251.2 [M + Na]+.

References

[1] Journal of Organic Chemistry, 2015, vol. 80, # 17, p. 8668 - 8676
[2] Chemical Communications, 2014, vol. 50, # 51, p. 6718 - 6721
[3] Organic Letters, 2012, vol. 14, # 11, p. 2834 - 2837
[4] Angewandte Chemie - International Edition, 2014, vol. 53, # 15, p. 3859 - 3862
[5] Angew.Chem.Int.Ed., 2014, vol. 53, p. 3859 - 3862,4

(2R)-(-)-Glycidyl tosylate Preparation Products And Raw materials

Raw materials

(S)-Oxiranemethanol Sodium sulfate Triethylamine Tosyl chloride Ethyl acetate Sodium bicarbonate Dichloromethane PETROLEUM ETHER 4-Dimethylaminopyridine

Preparation Products

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(2R)-(-)-Glycidyl tosylate Suppliers

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View Lastest Price from (2R)-(-)-Glycidyl tosylate manufacturers

Shaanxi Dideu New Materials Co. Ltd
Product
(2R)-(-)-Glycidyl tosylate 113826-06-5
Price
US $0.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
10000KGS
Release date
2025-07-05
Hebei Chuanghai Biotechnology Co., Ltd
Product
(2R)-(-)-Glycidyl tosylate 113826-06-5
Price
US $10.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
10 mt
Release date
2025-03-13
Henan Fengda Chemical Co., Ltd
Product
(2R)-(-)-Glycidyl tosylate 113826-06-5
Price
US $100.00-1.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
g-kg-tons, free sample is available
Release date
2023-12-25

113826-06-5, (2R)-(-)-Glycidyl tosylateRelated Search:

Glycidyl acrylate Sodium p-toluenesulfonate p-Toluenesulfonic acid 4-CHLOROBENZOYLACETONITRILE Sorafenib tosylate Glycidol (S)-Oxiranemethanol 2-METHOXYETHYL P-TOLUENESULFONATE PROPYL P-TOLUENESULFONATE (2S)-(+)-Glycidyl tosylate (S)-(-)-Propylene oxide Methyl toluenesulfonate 2-METHOXYMETHYL METHANSULFONATE Ethyl p-toluenesulfonate Iminostilbene (R)-(-)-2-HYDROXYPROPYL P-TOLUENESULFONATE METHYL P-TOLUENESULFINATE 2-METHOXYETHYL BENZENESULFONATE

  • (R)-(-)-Glycidyl p-toluenesulfonate
  • (2R)-OXIRAN-2-YLMETHYL4-METHYLBENZENESULFONATE
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  • Oxiran-2-ylmethyl 4-methylbenzenesulfonate
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  • OXIRANEMETHANOL, 4-METHYLBENZENESULFONATE, (2R)-
  • (S)-Oxiranemethanol 4-methylbenzenesulfonate
  • (R)-(-)-OXIRANE-2-METHANOL 4-TOLUENESULFONATE
  • (R)-OXIRANE-2-METHANOL P-TOLUENESULFONATE
  • R(-)-OXIRANE-2-METHANOL TOLUENE-4-SULFONATE
  • (R)-OXIRANEMETHANOL 4-METHYLBENZENESULFONATE
  • RARECHEM AK HZ 0050
  • P-TOLUENESULFONIC ACID (2R)-(-)-GLYCIDYL ESTER
  • (R)-(-)-2,3-EPOXYPROPYL P-TOLUENESULFONATE
  • (R)-(-)-2,3-EPOXYPROPYL TOLUENE-4-SULFONATE
  • (R)-2,3-EPOXY-1-PROPYL P-TOLUENESULFONATE
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  • (R)-GLYCIDYL TOSYLATE
  • (R)-(-)-GLYCIDYL 4-TOLUENESULFONATE
  • (2R)-(-)-GLYCIDYL TOSYLATE ((R)-(-)-OXIRANE-2-METHANOL)
  • (R)-(-)-Glycidyl p-toluenesulfonate, (R)-(-)-Glycidyl tosylate, (R)-(-)-Oxirane-2-methanol p-toluenesulfonate salt
  • (R)-(-)-Glycidyl tosylate, (R)-(-)-Oxirane-2-methanol p-toluenesulfonate
  • Oxiranemethanol, 4-methylbenzenesulfonate, (R)-
  • (R)-Glycidyl Tosylate,99%e.e.
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  • (2R)-(-)-Glycidyl tosylate, 99%, ee: 99%
  • [(2R)-oxiran-2-yl]methyl 4-methylbenzene-1-sulfonate
  • (2R)-GLYCIDYL TOLUENESULFONATE
  • (2R)-(-)-GLYCIDYL TOSYLATE
  • (2R)-OXIRAN-2-YLMETHYL 4-METHYLBENZENESULPHONATE
  • (2R)-(-)-TOLUENE-4-SULFONIC ACID 2,3-EPOXYPROPYL ESTER
  • LABOTEST-BB LT00440878
  • 4-methylbenzenesulfonate,(r)-oxiranemethano
  • 2,2'-IMINOSTILBENE
  • (2R)-(-)-GLYCIDYL P-TOLUENESULFONATE
  • (R)-Glycidyl tosylate , (Oxiran-2-ylmethyl 4-methylbenzenesulfonate)
  • (R)-()-Oxirane-2-methanol p-toluenesulfonate salt
  • (2R)-2-OxiraneMethanol 2-(4-Methylbenzenesulfonate)
  • (R)-(-)-Oxiran-2-ylMethyl 4-Methylbenzenesulfonate
  • (R)-Oxiran-2-ylMethyl Toluene-4-sulfonate
  • (2R)-(-)-Glycidyl Tosylate p-Toluenesulfonic Acid (2R)-(-)-Glycidyl Ester
  • (2R)-(-)-Glycidyl tosylate ,98%
  • (R)-Glycidil Tosylate
  • (2R)-(-)-Glycidyl tosylate, ee: 99%
  • (2R)-(-)-Glycidyl Tosylate, 97+%
  • (2R)-(-)-Glycidyl tosylate 98%
  • (2R)-(-)-2,3-EPOXYPROPYL TOLUENE-4-SULFO
  • 2-Oxiranemethanol, 2-(4-methylbenzenesulfonate), (2R)-
  • (2R)-(-)-Glycidyl tosylate ISO 9001：2015 REACH
  • pre-miR-372 inhibitor 3
  • (2R)-(&#8722
  • )-Glycidyl tosylate
  • (2<i>R</i>)-(?)-Glycidyl tosylate
  • 113826-06-5
  • 43826-06-5
  • Epoxides
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