Tert-butyl 4-hydroxypiperidine-1-carboxylate

HCID 643502

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Basic information

CAS: 109384-19-2
Standard SMILES: CC(C)(C)OC(=O)N1CCC(O)CC1
InChIKey: PWQLFIKTGRINFF-UHFFFAOYSA-N
Molecular formula: C10H19NO3
Average molar mass: 201.26 g/mol
Monoisotopic mass: 201.13649347

Names & identifiers

Preferred name: Tert-butyl 4-hydroxypiperidine-1-carboxylate
IUPAC: tert-butyl 4-hydroxypiperidine-1-carboxylate
English name: N-BOC-4-Hydroxypiperidine
Molecular formula: C10H19NO3
Molecular weight: 201.26

Names & synonyms

tert-butyl 4-hydroxypiperidine-1-carboxylate4-Hydroxypiperidine-1-carboxylic acid tert-butyl esterRefChem:894075600-916-6109384-19-2n-boc-4-hydroxypiperidine1-Boc-4-hydroxypiperidine1-Boc-4-piperidinolN-Boc-4-piperidinolMFCD010751741-(tert-Butoxycarbonyl)-4-hydroxypiperidine1-piperidinecarboxylic acid, 4-hydroxy-, 1,1-dimethylethyl ester

Show more names

N-(TERT-BUTOXYCARBONYL)-4-PIPERIDINOLBoc-4-piperidinol1-Bocpiperidin-4-olRARECHEM AH CK 0055

Boc-(4-hydroxy)piperidine1-Boc-4-Hydroxy-piperidine1-tert-Butoxycarbonyl-4-hydroxypiperidine1-Boc-piperidin-4-ol1-boc-4-hydroxy piperidine4-hydroxy-piperidine-1-carboxylic acid tert-butyl estertert-Butyl 4-hydroxy-1-piperidinecarboxylate4-HYDROXY-1-(TERT-BUTOXYCARBONYL)PIPERIDINE

Database identifiers

CAS: 109384-19-2
PubChem CID: 643502
DTXSID: DTXSID40349203
UNII: VFT42CH8U4
EC Number: 600-916-6
Nikkaji: J1.097.794K

Properties

Computed structural properties

XLogP: 1
Topological polar surface area: 49.8 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 3
Rotatable bonds: 2
Heavy atoms: 14
Formal charge: 0
Complexity: 202

Experimental & physicochemical properties

DrugsDEA NFLIS-Drug Category -> Fentanyl and Fentanyl-related

Physicochemical properties

Melting point: 61 · 61-65 °C (lit.)
Boiling point: 292.3 · 292.3±33.0 °C(Predicted)
Density: 1.107 · 1.107±0.06 g/cm3(Predicted)
storage temp.: Keep in dark place,Sealed in dry,Room Temperature
solubility: Chloroform, Ethyl Acetate
pka: 14.8 · 14.80±0.20(Predicted)
form: Powder
color: White to cream
BRN: 7202094 · 7202094
InChI: InChI=1S/C10H19NO3/c1-10(2,3)14-9(13)11-6-4-8(12)5-7-11/h8,12H,4-7H2,1-3H3
InChIKey: PWQLFIKTGRINFF-UHFFFAOYSA-N
SMILES: N1(C(OC(C)(C)C)=O)CCC(O)CC1
CAS DataBase Reference: 109384 · 109384-19-2(CAS DataBase Reference)
UNSPSC Code: 12352005 · 12352005
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 315 · H315-H319-H335
Precautionary statements: 261 · P261-P264-P271-P280-P302+P352-P305+P351+P338
target organs: Respiratory system
PPE: 95 · dust mask type N95 (US), Eyeshields, Gloves
Hazard Codes: Xi
Risk Statements: 36 · 36/37/38
Safety Statements: 26 · 26-36-37/39
WGK Germany: 3 · 3
HazardClass: IRRITANT
HS Code: 29339900 · 29339900
Storage Class: 11 · 11 - Combustible Solids
Hazard Classifications: 2 Skin · Eye Irrit. 2Skin Irrit. 2STOT SE 3

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 48 reports by companies from 8 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

Safety data

PPE: dust mask type N95 (US), Eyeshields, Gloves
wgk: 3
hs_code: 29339900
risk_code: 36/37/38
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi
safety_code: 26-36-37/39
hazard_class: IRRITANT
Storage Class: 11 - Combustible Solids
target organs: Respiratory system
Hazard statements: H315-H319-H335
Hazard Classifications: Eye Irrit. 2Skin Irrit. 2STOT SE 3
Precautionary statements: P261-P264-P271-P280-P302+P352-P305+P351+P338

Chemistry & industry

Applications

UsesUsed in a synthesis of N-heterocyclic alkyl ethers via the Mitsunobu reaction.

UsesN-Boc-4-hydroxypiperidine is a 4-hydroxypyridine with a boc protecting group used in the preparation of neurologically active agents and other pharmaceutical compounds.

Preparation methods · 1 item

PreparationA mixture of 4-hydroxypiperidine (10.0 g, 98. 9 mmol), aqueous sodiumhydrogen carbonate (150 mL, 1 M), DI-FERT-BUTYL dicarbonate (21. 6 g, 98.9 mmol) and dichloromethane was stirred for 15 h. The phases were separated and the product (N-BOC-4-Hydroxypiperidine) was isolated as an oil in quantitative yield (19.9 g).