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Chemical (R)-(+)-N-Boc-2-piperidinecarboxylic acid Characteristics

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tom lee
Chemical (R)-(+)-N-Boc-2-piperidinecarboxylic acid Characteristics

CAS No:28697-17-8
Formula:C11H19NO4
Synonyms:(R)-PIPERIDINE-1,2-DICARBOXYLIC ACID 1-TERT-BUTYL ESTER;(R)-(+)-N-BOC-2-PIPERIDINECARBOXYLIC ACID;(R)-(-)-N-BOC-PIPECOLIC ACID;(R)-N-BOC-PIPERIDINE-2-CARBOXYLIC ACID;(R)-N-TERT-BUTYLOXYCARBONYL-PIPERIDINE-2-CARBOXYLIC ACID;(R)-1-N-BOC-PIPECOLINIC ACID;(R)-1-N-BOC-PIPERIDINE-2-CARBOXYLIC ACID;(R)-(+)-1-(TERT-BUTOXYCARBONYL)-2-PIPERIDINECARBOXYLIC ACID
China Export:From 2018.11 to 2019.11, total export volume of (R)-(+)-N-Boc-2-piperidinecarboxylic acid from China was 99,860,829KG while total export value was $1,973,802,887. The biggest proportion of exporting volume in the last 12 months was 10.61% in 2019.05.

Chemical (R)-(+)-N-Boc-2-piperidinecarboxylic acid Description
white to light yellow crystal powder

Chemical (R)-(+)-N-Boc-2-piperidinecarboxylic acid Basic Attributes
CAS No:28697-17-8

Molecular Formula :C11H19NO4

Molecular Mass :229.27

Exact Mass :229.131409

PSA :66.8 A^2

LogP :1.8

InChIKeys :JQAOHGMPAAWWQO-MRVPVSSYSA-N

H-bond Acceptor :4

H-bond Donor :1

SP3 :0.82

RBN :3

Chemical (R)-(+)-N-Boc-2-piperidinecarboxylic acid Characteristics
Appearance :White to brown Crystalline Powder

Density :1.2±0.1 g/cm3

Melting Point :116-119 °C(lit.)

Flash Point :167.4±25.9 °C

Refractive Index :1.496

Solubility :soluble in 2ml dimethyl formamide 0.3gram.

Storage Condition :Store at RT.

Specific Rotation :68 º (c=1 in acetic acid)

Chemical (R)-(+)-N-Boc-2-piperidinecarboxylic acid Safety Information
Hazard Class :IRRITANT

HS Code :2933399090

UN No. :NONH for all modes of transport

WGK_Germany :3

Risk Code :36/37/38

Safety Instructions :26-36

Dangerous Mark :Xi

P Code :P261-P305 + P351 + P338

Hazard Statements :H315-H319-H335

Chemical (R)-(+)-N-Boc-2-piperidinecarboxylic acid Production Methods
To a 1000 mL round bottom flask, 2R-piperidine carboxylic acid (8.0 g, 0.062 mol), di-tert-butyl dicarbonate (14.8 g, 0.068 mol), sodium bicarbonate (26.04 g, 0.310 mol) and methanol (400 mL) were added, and stirred at room temperature for 24 hours. Thereafter, the reaction product was subjected to vacuum distillation for removal of methanol, dissolved with water, washed 3 times with ethyl ether, adjusted to pH = 2 with saturated potassium hydrogen sulfate, and extracted 3 times with dichloromethane. The extracts were combined, washed 3 times with saturated brine, concentrated, and separated through a silica gel column (eluent: petroleum ether/ethyl acetate/acetic acid), to give 12.48 g of a white product, yield 87.8percent. [0075] To a 1000 mL round bottom flask, 2R-piperidine carboxylic acid (8.0 g, 0.062 mol), di-tert-butyl dicarbonate (14.8 g, 0.068 mol), sodium bicarbonate (26.04 g, 0.310 mol) and methanol (400 mL) were added, and stirred at room temperature for 24 hours. Thereafter, the reaction product was subjected to vacuum distillation for removal of methanol, dissolved with water, washed 3 times with ethyl ether, adjusted to pH=2 with saturated potassium hydrogen sulfate, and extracted 3 times with dichloromethane. The extracts were combined, washed 3 times with saturated brine, concentrated, and separated through a silica gel column (eluent: petroleum ether/ethyl acetate/acetic acid), to give 12.48 g of a white product, yield 87.8percent.To a suspension of (R)-piperidine-2-carboxylic acid (12.5 g, 96.8 mmol) in water (88mL) and 1, 4-dioxane (133 mL), were added di-tert-butyl dicarbonate (23.2 g, 106 mmol) andtriethylamine (13.5 mL, 96.8 mmol). The solution was stirred at room temperature for 20hours. The mixture was concentrated in vacuo, diluted with ethyl acetate (200 mL) and25 washed with 5percent aqueous HCl. The organic phase was separated, dried over anhydrousNa2S04, filtered, and concentrated to afford the compound as a white solid (18.5 g, 83percent).MS 130 (MH+- boc).

 
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