tert-butyl 3-cyano-3-hydroxypyrrolidine-1-carboxylate
- Product Name
- tert-butyl 3-cyano-3-hydroxypyrrolidine-1-carboxylate
- CAS No.
- 1194376-31-2
- Chemical Name
- tert-butyl 3-cyano-3-hydroxypyrrolidine-1-carboxylate
- Synonyms
- 1-Boc-3-cyano-3-hydroxypyrrolidine;1-Boc-3-hydroxypyrrolidine-3-carbonitrile;tert-butyl 3-cyano-3-hydroxypyrrolidine-1-carboxylate;1-Pyrrolidinecarboxylic acid, 3-cyano-3-hydroxy-, 1,1-dimethylethyl ester
- CBNumber
- CB42470429
- Molecular Formula
- C10H16N2O3
- Formula Weight
- 212.25
- MOL File
- 1194376-31-2.mol
tert-butyl 3-cyano-3-hydroxypyrrolidine-1-carboxylate Property
- storage temp.
- 2-8°C
- Appearance
- White to off-white Solid
- InChI
- InChI=1S/C10H16N2O3/c1-9(2,3)15-8(13)12-5-4-10(14,6-11)7-12/h14H,4-5,7H2,1-3H3
- InChIKey
- BNJQQWIFMXEJPB-UHFFFAOYSA-N
- SMILES
- N1(C(OC(C)(C)C)=O)CCC(C#N)(O)C1
Safety
- HS Code
- 2933998090
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P271Use only outdoors or in a well-ventilated area.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P312Call a POISON CENTER or doctor/physician if you feel unwell.
P321Specific treatment (see … on this label).
P332+P313IF SKIN irritation occurs: Get medical advice/attention.
P337+P313IF eye irritation persists: Get medical advice/attention.
P362Take off contaminated clothing and wash before reuse.
P403+P233Store in a well-ventilated place. Keep container tightly closed.
P405Store locked up.
P501Dispose of contents/container to..…
N-Bromosuccinimide Price
- Product number
- CHM0237467
- Product name
- TERT-BUTYL-3-CYANO-3-HYDROXYPYRROLIDINE-1-CARBOXYLATE
- Purity
- 95.00%
- Packaging
- 5MG
- Price
- $501.11
- Updated
- 2021/12/16
- Product number
- 3331AA
- Product name
- tert-Butyl3-cyano-3-hydroxypyrrolidine-1-carboxylate
- Packaging
- 10g
- Price
- $2085
- Updated
- 2021/12/16
- Product number
- CM130964
- Product name
- tert-butyl3-cyano-3-hydroxypyrrolidine-1-carboxylate
- Purity
- 97%
- Packaging
- 5g
- Price
- $947
- Updated
- 2021/12/16
- Product number
- A381423
- Product name
- tert-Butyl3-cyano-3-hydroxypyrrolidine-1-carboxylate
- Purity
- 97%
- Packaging
- 5g
- Price
- $1060
- Updated
- 2021/12/16
- Product number
- 1194376312
- Product name
- tert-Butyl3-cyano-3-hydroxypyrrolidine-1-carboxylate
- Packaging
- 5g
- Price
- $1281
- Updated
- 2021/12/16
tert-butyl 3-cyano-3-hydroxypyrrolidine-1-carboxylate Chemical Properties,Usage,Production
Synthesis
7677-24-9
101385-93-7
1194376-31-2
942190-60-5
Intermediate: tert-butyl 3-cyano-3-hydroxypyrrolidine-1-carboxylate Synthesis Procedure: to a solution of tert-butyl 3-oxopyrrolidine-1-carboxylate (1 g, 5.40 mmol) in dichloromethane (DCM, 10 mL) at 0 °C was added sequentially trimethylmethylsilyl cyanide (TMSCN, 0.724 mL), potassium cyanide (KCN, 0.035 g 0.540 mmol), and 18-crown-6 (0.143 g, 0.540 mmol). The reaction mixture was slowly warmed to room temperature and stirred continuously for 16 hours. After completion of the reaction, the mixture was cooled to 0 °C and the reaction was quenched with saturated aqueous sodium bicarbonate (NaHCO3). Subsequently, the reaction mixture was diluted with ethyl acetate (EtOAc), the organic phase was separated and washed with saturated aqueous NaHCO3 solution. The organic phase was dried over anhydrous sodium sulfate (Na2SO4), filtered and concentrated. The residue was purified by silica gel column chromatography (elution gradient: 0-100% EtOAc/hexane) to afford tert-butyl 3-cyano-3-((trimethylmethylsilyl)oxy)pyrrolidine-1-carboxylate (0.5 g, 1.758 mmol, 32.6% yield) and tert-butyl 3-cyano-3-hydroxypyrrolidine-1-carboxylate (0.306 g, 1.442 mmol. 26.7% yield).LC/MS analysis of tert-butyl 3-cyano-3-((trimethylmethylsilyl)oxy)pyrrolidine-1-carboxylate (Condition N-1): [M+H]+ 213.2, retention time (RT) = 4.359 min.1H NMR (400 MHz, chloroform-d) δ ppm: 3.83-3.72 (m, 1H), 3.72- 3.43 (m, 3H), 2.33 (q, J=6.8Hz, 2H), 1.52-1.42 (m, 9H), 0.19-0.10 (m, 9H).
References
[1] Patent: US2017/107202, 2017, A1. Location in patent: Paragraph 0452; 0453; 0454; 0455
tert-butyl 3-cyano-3-hydroxypyrrolidine-1-carboxylate Preparation Products And Raw materials
Raw materials
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