ChemicalBook > CAS DataBase List > (R)-PIPERIDIN-2-YLMETHYL-CARBAMIC ACID TERT-BUTYL ESTER

(R)-PIPERIDIN-2-YLMETHYL-CARBAMIC ACID TERT-BUTYL ESTER

Product Name: (R)-PIPERIDIN-2-YLMETHYL-CARBAMIC ACID TERT-BUTYL ESTER
CAS No.: 139004-93-6
Chemical Name: (R)-PIPERIDIN-2-YLMETHYL-CARBAMIC ACID TERT-BUTYL ESTER
Synonyms: S-2-BOC-AMINOMETHYL-PIPERIDINE;S-2-BOC-AMINOMETHYL-PIPERIDINE-HCl;(S)-N-Boc-1-(2-piperidyl)methanamine;(S)-2-Boc-aminomethyl-piperidine >=95%;(S)-tert-Butyl (piperidin-2-ylMethyl)carbaMate;tert-butyl (S)-(piperidin-2-ylmethyl)carbamate;tert-Butyl ((2S)-piperidin-2-ylmethyl)carbamate;tert-butyl N-[[(2S)-2-piperidyl]methyl]carbamate;tert-butyl N-[(2S)-piperidin-2-ylmethyl]carbamate;(S)-2-[[(tert-Butoxycarbonyl)amino]methyl]piperidine
CBNumber: CB31009236
Molecular Formula: C11H22N2O2
Formula Weight: 214.3
MOL File: 139004-93-6.mol

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(R)-PIPERIDIN-2-YLMETHYL-CARBAMIC ACID TERT-BUTYL ESTER Property

Boiling point:: 321.8±15.0 °C(Predicted)
Density: 0.981±0.06 g/cm3(Predicted)
storage temp.: 2-8°C
form: solid
pka: 12.84±0.46(Predicted)
Appearance: White to off-white Solid
optical activity: 11.71°(C=0.77g/100mI, CHCL3, 20°C, 589nm)
InChI: InChI=1S/C11H22N2O2/c1-11(2,3)15-10(14)13-8-9-6-4-5-7-12-9/h9,12H,4-8H2,1-3H3,(H,13,14)/t9-/m0/s1
InChIKey: DIRUVVRMWMDZAE-VIFPVBQESA-N
SMILES: C(OC(C)(C)C)(=O)NC[C@@H]1CCCCN1

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Safety

HS Code: 2933399990

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H315Causes skin irritation

H318Causes serious eye damage

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P310Immediately call a POISON CENTER or doctor/physician.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 900586
Product name: (S)-2-Boc-aminomethyl-piperidine
Purity: ≥95%
Packaging: 1G
Price: $488
Updated: 2023/06/20

Sigma-Aldrich

Product number: 900586
Product name: (S)-2-Boc-aminomethyl-piperidine
Purity: ≥95%
Packaging: 5G
Price: $1320
Updated: 2023/06/20

TRC

Product number: B812470
Product name: (S)-tert-Butyl(piperidin-2-ylmethyl)carbamate
Packaging: 100mg
Price: $155
Updated: 2021/12/16

TRC

Product number: B812470
Product name: (S)-tert-Butyl(piperidin-2-ylmethyl)carbamate
Packaging: 10mg
Price: $45
Updated: 2021/12/16

Activate Scientific

Product number: AS43128-2S
Product name: (S)-tert-Butyl (piperidin-2-ylmethyl)carbamate
Purity: 95% ee
Packaging: 1g
Price: $242
Updated: 2021/12/16

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(R)-PIPERIDIN-2-YLMETHYL-CARBAMIC ACID TERT-BUTYL ESTER Chemical Properties,Usage,Production

Uses

Chiral building block developed using Liverpool ChiroChem-patented technology.

Synthesis

248914-23-0

139004-93-6

The general procedure for the synthesis of tert-butyl (S)-(piperidin-2-ylmethyl)carbamate using the compound (CAS:248914-23-0) as starting material was as follows: all weights and volumes were calculated based on the amount of Intermediate 1. First, palladium carbon catalyst (0.15 wt%, 10% Pd/C, Johnson Matthey paste type 490) and acetic acid (0.73 v/v) were added to a THF solution of Intermediate 3. The hydrogenation reaction was carried out at 1200-1300 mbar and 40 °C under nitrogen protection. The conversion was completed after 21 hours of reaction. The catalyst was removed by filtration and the filter cake was washed with THF (2 x 2.2 v/v). The filtrates were combined and concentrated to about 2.8 volumes at 50°C jacket temperature and under reduced pressure. Toluene (2.6 volumes) was added and distillation was continued under reduced pressure and again concentrated to about 2.8 volumes. Subsequently, toluene (5 volumes) was added and extracted with aqueous citric acid (3 x 3 volumes; citric acid concentration: 450 g/L). The aqueous layers were combined and back-extracted with toluene (4 x 5 volumes). The pH of the aqueous layer was adjusted to >10 by the addition of 30% NaOH solution (~6.5 vol), and then the product was extracted with THF (3 × 5 vol). The organic layers were combined and dried with sodium sulfate (2 wt%). The sodium sulfate was removed by filtration and the filter cake was washed with THF (2 x 1.3 v/v). The filtrates were combined and concentrated to 4.25 volumes at 50°C jacket temperature and under reduced pressure. Methylcyclohexane (3 x 4.3 volumes) was added in three portions and distillation was continued. The solvent was further removed under reduced pressure (3 x 4.3 volumes). Methylcyclohexane (0.53 volume) was added and the suspension was cooled to -10°C over 4 hours and stirred at this temperature for 12 hours. The slurry was filtered, washed with pre-cooled methylcyclohexane (0.66 v/v, -10 to -5 °C) and dried at 50 °C jacket temperature to give tert-butyl (S)-(piperidin-2-ylmethyl)carbamate as a white solid. The calibration yield was 87% of the theoretical value.

References

[1] Patent: WO2009/34133, 2009, A1. Location in patent: Page/Page column 14-15
[2] Heterocycles, 1999, vol. 51, # 9, p. 2065 - 2072

(R)-PIPERIDIN-2-YLMETHYL-CARBAMIC ACID TERT-BUTYL ESTER Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from (R)-PIPERIDIN-2-YLMETHYL-CARBAMIC ACID TERT-BUTYL ESTER manufacturers

Career Henan Chemical Co

Product: (R)-PIPERIDIN-2-YLMETHYL-CARBAMIC ACID TERT-BUTYL ESTER 139004-93-6
Price: US $6.60/KG
Min. Order: 1KG
Purity: 97%-99%
Supply Ability: 1kg-1000kg
Release date: 2019-12-26

139004-93-6, (R)-PIPERIDIN-2-YLMETHYL-CARBAMIC ACID TERT-BUTYL ESTERRelated Search:

(R)-(-)-2-METHYLPIPERIDINE tert-butyl (R)-(2-(piperidin-2-yl)ethyl)carbamate (R)-PIPERIDIN-2-YLMETHYL-CARBAMIC ACID TERT-BUTYL ESTER tert-butyl (S)-(2-(piperidin-2-yl)ethyl)carbamate 2,5-DIAZA-BICYCLO[2.2.2]OCTANE-2-CARBOXYLIC ACID TERT-BUTYL ESTER (R)-(+)-2-(Boc-aminomethyl)-4,4-diethoxypiperidine fumarate (7R,9AR)-TERT-BUTYL 7-(AMINOMETHYL)HEXAHYDRO-1H-PYRIDO[1,2-A]PYRAZINE-2(6H)-CARBOXYLATE (7S,9AR)-TERT-BUTYL 7-(HYDROXYMETHYL)HEXAHYDRO-1H-PYRIDO[1,2-A]PYRAZINE-2(6H)-CARBOXYLATE (R)-PIPERIDIN-2-YLMETHYL-CARBAMIC ACID TERT-BUTYL ESTER

(S)-tert-butyl piperidin-2-ylmethylcarbamate hydrochloride

S-2-BOC-AMINOMETHYL-PIPERIDINE-HCl

(S)-tert-Butyl (piperidin-2-ylMethyl)carbaMate

CarbaMic acid, N-[(2S)-2-piperidinylMethyl]-, 1,1-diMethylethyl ester

(S)-2-[[(tert-Butoxycarbonyl)amino]methyl]piperidine

tert-Butyl ((2S)-piperidin-2-ylmethyl)carbamate

tert-butyl N-[(2S)-piperidin-2-ylmethyl]carbamate

tert-butyl (S)-(piperidin-2-ylmethyl)carbamate

S-2-BOC-AMINOMETHYL-PIPERIDINE

(S)-2-Boc-aminomethyl-piperidine >=95%

2-amino-2-(2-piperidinyl)acetic acid tert-butyl ester

tert-butyl N-[[(2S)-2-piperidyl]methyl]carbamate

1,1-Dimethylethyl N-[(2S)-2-piperidinylmethyl]carbamate

(S)-N-Boc-1-(2-piperidyl)methanamine

139004-93-6