ChemicalBook > CAS DataBase List > Carbamic acid, [(2S)-2-aminopropyl]-, 1,1-dimethylethyl ester (9CI)

Carbamic acid, [(2S)-2-aminopropyl]-, 1,1-dimethylethyl ester (9CI)

Product Name: Carbamic acid, [(2S)-2-aminopropyl]-, 1,1-dimethylethyl ester (9CI)
CAS No.: 121103-15-9
Chemical Name: Carbamic acid, [(2S)-2-aminopropyl]-, 1,1-dimethylethyl ester (9CI)
Synonyms: (S)-tert-butyl 2-aminopropylcarbamate;tert-Butyl (S)-(2-aminopropyl)carbamate;(S)-N1-Boc-1,2-propanediamine;S-1-N-BOC-propane-1,2-diamine-HCl;tert-Butyl ((2S)-2-aminopropyl)carbamate;tert-Butyl N-[(2S)-2-aMinopropyl]carbaMate;2-Methyl-2-propanyl (2-aminopropyl)carbamate;(S)-1-N-Boc-Propane-1,2-diaMine hydrochloride;((S)-2-Aminopropyl)carbamic acid tert-butyl ester;N-((S)-2-Aminopropyl)carbamic acid tert-butyl ester
CBNumber: CB21053858
Molecular Formula: C8H18N2O2
Formula Weight: 174.24
MOL File: 121103-15-9.mol

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Carbamic acid, [(2S)-2-aminopropyl]-, 1,1-dimethylethyl ester (9CI) Property

Boiling point:: 263.7±23.0 °C(Predicted)
Density: 0.984
storage temp.: 2-8°C(protect from light)
pka: 12.51±0.46(Predicted)
Appearance: White to light yellow Solid
optical activity: Consistent with structure
InChI: InChI=1S/C8H18N2O2/c1-6(9)5-10-7(11)12-8(2,3)4/h6H,5,9H2,1-4H3,(H,10,11)/t6-/m0/s1
InChIKey: UYNSYFDLTSSUNI-LURJTMIESA-N
SMILES: C(OC(C)(C)C)(=O)NC[C@@H](N)C

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Safety

HS Code: 2924190090

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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

ChemScene

Product number: CS-0028266
Product name: tert-Butyl(S)-(2-aminopropyl)carbamate
Purity: >97.0%
Packaging: 100mg
Price: $63
Updated: 2021/12/16

Biosynth Carbosynth

Product number: FB153757
Product name: (S)-1-N-Boc-Propane-1,2-diamine hydrochloride
Packaging: 50mg
Price: $70
Updated: 2021/12/16

ChemScene

Product number: CS-0028266
Product name: tert-Butyl(S)-(2-aminopropyl)carbamate
Purity: >97.0%
Packaging: 250mg
Price: $100
Updated: 2021/12/16

Biosynth Carbosynth

Product number: FB153757
Product name: (S)-1-N-Boc-Propane-1,2-diamine hydrochloride
Packaging: 100mg
Price: $107
Updated: 2021/12/16

Biosynth Carbosynth

Product number: FB153757
Product name: (S)-1-N-Boc-Propane-1,2-diamine hydrochloride
Packaging: 250mg
Price: $205
Updated: 2021/12/16

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Carbamic acid, [(2S)-2-aminopropyl]-, 1,1-dimethylethyl ester (9CI) Chemical Properties,Usage,Production

Synthesis

24424-99-5

19777-66-3

121103-15-9

GENERAL STEPS: To a mixture of methanol (64 mL) and water (16 mL) of (S)-1,2-diaminopropane dihydrochloride (16 g, 109 mmol), a methanolic solution (16 mL) of di-tert-butyl dicarbonate (28.5 g, 131 mmol) was added. The reaction mixture was cooled in an ice bath and a 4 N NaOH solution (35 mL, 140 mmol) was added slowly and dropwise over 2 hours. Subsequently, the mixture was gradually warmed to room temperature with continuous stirring for 20 hours. Upon completion of the reaction, the reaction mixture was filtered and the filtrate was concentrated to remove methanol. Ethyl acetate (200 mL), water (200 mL) and 1 M HCl (16 mL) were added sequentially to the concentrate. The organic and aqueous layers were separated and the aqueous layer was washed with ethyl acetate (200 mL). The combined organic extracts were washed with 0.04 M HCl (208 mL) and the organic phase was separated and discarded. The aqueous phases were combined and the pH was adjusted to 14 with 10 N NaOH (20 mL) and then extracted with dichloromethane (400 mL x 2). The organic extracts were combined, dried over anhydrous sodium sulfate, filtered and concentrated to afford the target product tert-butyl (S)-(2-aminopropyl)carbamate as a clear oil (8.0 g, 42% yield). Mass spectrum (ESI): calculated value C8H18N2O2, 174.1; measured value m/z, 175.2 [M + H]+. 1H NMR (500 MHz, CDCl3) δ 5.01 (broad peak, 1H), 3.24-3.09 (multiple peaks, 1H), 3.09-2.95 (multiple peaks, 1H), 2.92-2.84 (multiple peaks, 1H ), 1.45 (single peak, 9H), 1.35-1.19 (multiple peaks, 2H), 1.07 (double peak, J = 6.4 Hz, 3H).

References

[1] Patent: US2014/275096, 2014, A1. Location in patent: Paragraph 0126; 0147
[2] Bioorganic and Medicinal Chemistry Letters, 2016, vol. 26, # 2, p. 257 - 261
[3] European Journal of Pharmacology, 2015, vol. 765, p. 551 - 559

Carbamic acid, [(2S)-2-aminopropyl]-, 1,1-dimethylethyl ester (9CI) Preparation Products And Raw materials

Raw materials

Preparation Products

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