Methyl 1-Boc-5-Hydroxypiperidine-3-carboxylate
- Product Name
- Methyl 1-Boc-5-Hydroxypiperidine-3-carboxylate
- CAS No.
- 1095010-47-1
- Chemical Name
- Methyl 1-Boc-5-Hydroxypiperidine-3-carboxylate
- Synonyms
- Methyl 1-Boc-5-Hydroxypiperidine-3-;Methyl 1-Boc-5-Hydroxypiperidine-3-carboxylate;1-tert-butyl 3-Methyl 5-hydroxypiperidine-1,3-dicarboxylate;1-O-tert-butyl 3-O-methyl 5-hydroxypiperidine-1,3-dicarboxylate;Methyl 1-tert-butyloxycarbonyl-5-Hydroxypiperidine-3-carboxylate;1-(1,1-dimethylethyl) 3-methyl 5-hydroxy-1,3-piperidinedicarboxylate;5-Hydroxy-piperidine-1,3-dicarboxylic acid 1-tert-butyl ester 3-methyl ester;1,3-Piperidinedicarboxylic acid, 5-hydroxy-, 1-(1,1-dimethylethyl) 3-methyl ester
- CBNumber
- CB82502621
- Molecular Formula
- C12H21NO5
- Formula Weight
- 259.3
- MOL File
- 1095010-47-1.mol
Methyl 1-Boc-5-Hydroxypiperidine-3-carboxylate Property
- Boiling point:
- 352.1±42.0 °C(Predicted)
- Density
- 1.182±0.06 g/cm3(Predicted)
- storage temp.
- 2-8°C
- pka
- 14.33±0.40(Predicted)
- Appearance
- Colorless to light yellow Solid-Liquid Mixture
- InChI
- InChI=1S/C12H21NO5/c1-12(2,3)18-11(16)13-6-8(10(15)17-4)5-9(14)7-13/h8-9,14H,5-7H2,1-4H3
- InChIKey
- DFZMPKMSTNKZKL-UHFFFAOYSA-N
- SMILES
- N1(C(OC(C)(C)C)=O)CC(O)CC(C(OC)=O)C1
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P270Do not eat, drink or smoke when using this product.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
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.
P321Specific treatment (see … on this label).
P330Rinse mouth.
P332+P313IF SKIN irritation occurs: Get medical advice/attention.
P362Take off contaminated clothing and wash before reuse.
P501Dispose of contents/container to..…
N-Bromosuccinimide Price
- Product number
- B699130
- Product name
- 1-tert-Butyl3-Methyl5-Hydroxypiperidine-1,3-dicarboxylate
- Packaging
- 50mg
- Price
- $65
- Updated
- 2021/12/16
- Product number
- Z7275
- Product name
- Methyl1-boc-5-hydroxypiperidine-3-carboxylate
- Packaging
- 250mg
- Price
- $108
- Updated
- 2021/12/16
- Product number
- 115324
- Product name
- 1-tert-Butyl 3-methyl 5-hydroxypiperidine-1,3-dicarboxylate
- Purity
- 95%
- Packaging
- 500mg
- Price
- $143
- Updated
- 2021/12/16
- Product number
- 4H58-1-UX
- Product name
- 1-tert-Butyl 3-methyl 5-hydroxypiperidine-1,3-dicarboxylate
- Purity
- 97.0%
- Packaging
- 250mg
- Price
- $160
- Updated
- 2021/12/16
- Product number
- 115324
- Product name
- 1-tert-Butyl 3-methyl 5-hydroxypiperidine-1,3-dicarboxylate
- Purity
- 95%
- Packaging
- 1g
- Price
- $202
- Updated
- 2021/12/16
Methyl 1-Boc-5-Hydroxypiperidine-3-carboxylate Chemical Properties,Usage,Production
Uses
1-tert-Butyl 3-Methyl 5-Hydroxypiperidine-1,3-dicarboxylate is an intermediate used in the synthesis of heterocyclylaminopyrazine derivatives for use as CHK-1 inhibitors. It is also used to prepare pyrrolidinylimidazopyridinylpiperidinylmethanone derivatives and analogs for use as diacylglycerol acyltransferase 2 inhibitors.
Synthesis
24424-99-5
1095010-44-8
1095010-47-1
Step C. Synthesis of 1-tert-butyl 3-methyl-5-hydroxypiperidine-1,3-dicarboxylate. To a stirred solution of methyl 5-hydroxypiperidine-3-carboxylate (300 g, 1.89 mol) in methanol (3 L) at 0 °C, triethylamine (TEA, 382.5 g, 3.78 mol) and di-tert-butyl dicarbonate (Boc2O, 412 g, 1.89 mol) were added sequentially. The reaction mixture was stirred at room temperature overnight. After completion of the reaction, the reaction mixture was concentrated under reduced pressure and diluted with dichloromethane (DCM, 3 L). The diluted mixture was washed with saturated aqueous sodium bicarbonate solution (2L). The organic layer was separated and the aqueous layer was extracted with dichloromethane (3 x 500 mL). The organic layers were combined, washed sequentially with water (1 L) and brine (500 mL), dried with anhydrous sodium sulfate (Na2SO4), filtered, and concentrated under reduced pressure. Purification by fast column chromatography (FCC, silica gel column, petroleum ether/ethyl acetate, 30:1 to 5:1) afforded methyl 1-Boc-5-hydroxy-3-piperidinecarboxylate (170 g, 35% yield) as a brown solid. 1H NMR (CDCl3, 400MHz) δ 3.95-4.04 (m, 1H), 3.71 (s, 3H), 2.93-3.11 (m, 2H), 2.89-2.92 (m, 1H), 2.57 (bs, 1H), 2.21-2.34 (m, 1H), 2.00-2.12 (m, 1H), 1.75- 1.87 (m, 1H), 1.58-1.71 (m, 1H), 1.46 (s, 9H).
References
[1] Patent: WO2015/164508, 2015, A1. Location in patent: Page/Page column 52-53
[2] Bioorganic and Medicinal Chemistry Letters, 2011, vol. 21, # 10, p. 3095 - 3098
[3] Patent: WO2015/103137, 2015, A1. Location in patent: Paragraph 00371
Methyl 1-Boc-5-Hydroxypiperidine-3-carboxylate Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from Methyl 1-Boc-5-Hydroxypiperidine-3-carboxylate manufacturers
- Product
- Methyl 1-Boc-5-Hydroxypiperidine-3-carboxylate 1095010-47-1
- Price
- US $0.01/KG
- Min. Order
- 1KG
- Purity
- 98%; 99%
- Supply Ability
- 500g； 1kg; 25kg
- Release date
- 2020-01-10