Ethyl trans-4-Hydroxycyclohexanecarboxylate
- Product Name
- Ethyl trans-4-Hydroxycyclohexanecarboxylate
- CAS No.
- 3618-04-0
- Chemical Name
- Ethyl trans-4-Hydroxycyclohexanecarboxylate
- Synonyms
- 3618-04-0, 75877-66-6, 17159-80-7;3618-04-0, 17159-80-7, 75877-66-6;trans-Ethyl 4-hydroxycyclohexanecarboxylate;Ethyl trans-4-Hydroxycyclohexanecarboxylate;Ethyltrans-4-Hydroxycyclohexanecarboxylate>(1R,4R)-ethyl 4-hydroxycyclohexanecarboxylate;Ethyl trans-4-hydroxycyclohexane-1-carboxylate;ethyl (1r,4r)-4-hydroxycyclohexane-1-carboxylate;4-HYDROXY-CYCLOHEXANECARBOXYLIC ACID ETHYL ESTER;(Trans)-ethyl 4-hydroxycyclohexane-1-carboxylate
- CBNumber
- CB92130041
- Molecular Formula
- C9H16O3
- Formula Weight
- 172.22
- MOL File
- 3618-04-0.mol
Ethyl trans-4-Hydroxycyclohexanecarboxylate Property
- Boiling point:
- 144°C/12mmHg(lit.)
- Density
- 1.093±0.06 g/cm3(Predicted)
- refractive index
- 1.4630 to 1.4670
- storage temp.
- Sealed in dry,Room Temperature
- form
- clear liquid
- pka
- 14.98±0.40(Predicted)
- color
- Colorless to Almost colorless
- InChI
- InChI=1S/C9H16O3/c1-2-12-9(11)7-3-5-8(10)6-4-7/h7-8,10H,2-6H2,1H3/t7-,8-
- InChIKey
- BZKQJSLASWRDNE-ZKCHVHJHSA-N
- SMILES
- [C@@H]1(C(OCC)=O)CC[C@@H](O)CC1
Safety
- HS Code
- 2918199890
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.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- E0838
- Product name
- Ethyl trans-4-Hydroxycyclohexanecarboxylate
- Purity
- >98.0%(GC)
- Packaging
- 5g
- Price
- $232
- Updated
- 2025/07/31
- Product number
- E0838
- Product name
- Ethyl trans-4-Hydroxycyclohexanecarboxylate
- Purity
- >98.0%(GC)
- Packaging
- 25g
- Price
- $580
- Updated
- 2025/07/31
- Product number
- E945455
- Product name
- trans-Ethyl4-hydroxycyclohexanecarboxylate
- Packaging
- 500mg
- Price
- $50
- Updated
- 2021/12/16
- Product number
- 9517AF
- Product name
- Ethyl trans-4-Hydroxycyclohexanecarboxylate
- Packaging
- 5g
- Price
- $134
- Updated
- 2021/12/16
- Product number
- 9517AF
- Product name
- Ethyl trans-4-Hydroxycyclohexanecarboxylate
- Packaging
- 10g
- Price
- $214
- Updated
- 2021/12/16
Ethyl trans-4-Hydroxycyclohexanecarboxylate Chemical Properties,Usage,Production
Uses
trans-Ethyl 4-hydroxycyclohexanecarboxylate acts as a reagent in the discovery of Mer kinase inhibitors for the treatment of pediatric acute lymphoblastic leukemia, in the structural activity relationship study of piperidine-based derivatives as novel influenza virus inhibitors.
Synthesis
17159-79-4
3618-04-0
To a solution of ethyl 4-oxocyclohexanecarboxylate (13.5 g, 79 mmol) in methanol (150 mL) at 0 °C was slowly added sodium borohydride (5.3 g, 140 mmol). The reaction mixture was stirred continuously for 3 hours at room temperature. Upon completion of the reaction, the reaction was quenched by the addition of water (50 mL) followed by extraction with ethyl acetate (150 mL x 1, 50 mL x 2). The organic phases were combined, washed with water (50 mL), dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluent ratio: hexane-ethyl acetate 1.5:1 to 1:1) to afford ethyl trans-4-hydroxycyclohexanecarboxylate (12 g, 88% yield, cis-trans ratio = 3:7) as a colorless transparent oil.1H NMR (300 MHz, CDCl3, cis-trans mixture) δ: 4.17-4.08 (m, 2H), 3.90 ( bs, 0.3H), 3.68-3.57 (m, 0.7H), 2.42-1.28 (m, 9H), 1.27-1.22 (m, 3H) ppm.(Hydroxyl signal was not observed.)
References
[1] Journal of Medicinal Chemistry, 2016, vol. 59, # 19, p. 8967 - 9004
[2] Organic Process Research and Development, 2010, vol. 14, # 4, p. 883 - 889
[3] Patent: WO2005/80317, 2005, A2. Location in patent: Page/Page column 150
[4] Tetrahedron Letters, 2000, vol. 41, # 39, p. 7567 - 7570
[5] Patent: US5175290, 1992, A
Ethyl trans-4-Hydroxycyclohexanecarboxylate Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from Ethyl trans-4-Hydroxycyclohexanecarboxylate manufacturers
- Product
- 4-HYDROXY-CYCLOHEXANECARBOXYLIC ACID ETHYL ESTER 3618-04-0
- Price
- US $3.00-9.00/KG
- Min. Order
- 0.1KG
- Purity
- 99%
- Supply Ability
- g-kg-tons, free sample is available
- Release date
- 2025-06-24
- Product
- 4-HYDROXY-CYCLOHEXANECARBOXYLIC ACID ETHYL ESTER 3618-04-0
- Price
- US $1.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 20t
- Release date
- 2024-07-12
- Product
- 4-HYDROXY-CYCLOHEXANECARBOXYLIC ACID ETHYL ESTER 3618-04-0
- Price
- US $0.00-0.00/KG
- Min. Order
- 1g
- Purity
- 99%
- Supply Ability
- 200KG/MONTH
- Release date
- 2020-11-12