ChemicalBook > CAS DataBase List > Methyl 1-Boc-5-Hydroxypiperidine-3-carboxylate

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
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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
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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..…

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N-Bromosuccinimide Price

TRC
Product number
B699130
Product name
1-tert-Butyl3-Methyl5-Hydroxypiperidine-1,3-dicarboxylate
Packaging
50mg
Price
$65
Updated
2021/12/16
Matrix Scientific
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
AK Scientific
Product number
Z7275
Product name
Methyl1-boc-5-hydroxypiperidine-3-carboxylate
Packaging
250mg
Price
$108
Updated
2021/12/16
Matrix Scientific
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
SynQuest Laboratories
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
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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

Career Henan Chemical Co
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

1095010-47-1, Methyl 1-Boc-5-Hydroxypiperidine-3-carboxylateRelated Search:


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  • Methyl 1-Boc-5-Hydroxypiperidine-3-
  • 1095010-47-1