(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
(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)
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
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.
N-Bromosuccinimide Price
- Product number
- 540110
- Product name
- (2R)-(?)-Glycidyl tosylate
- Purity
- 98%
- Packaging
- 5g
- Price
- $34.02
- Updated
- 2025/07/31
- Product number
- 540110
- Product name
- (2R)-(?)-Glycidyl tosylate
- Purity
- 98%
- Packaging
- 25g
- Price
- $65.14
- Updated
- 2025/07/31
- Product number
- T1611
- Product name
- (2R)-(-)-Glycidyl p-Toluenesulfonate
- Purity
- >98.0%(GC)
- Packaging
- 5g
- Price
- $38
- Updated
- 2025/07/31
- Product number
- T1611
- Product name
- (2R)-(-)-Glycidyl p-Toluenesulfonate
- Purity
- >98.0%(GC)
- Packaging
- 25g
- Price
- $97
- Updated
- 2025/07/31
- Product number
- G616000
- Product name
- (2R)-(?)-Glycidyl tosylate
- Packaging
- 10g
- Price
- $150
- Updated
- 2021/12/16
(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.
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
Preparation Products
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View Lastest Price from (2R)-(-)-Glycidyl tosylate manufacturers
- 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
- 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
- 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