Carbamic acid, [(1S,3R)-3-hydroxycyclopentyl]-, 1,1-dimethylethyl ester (9CI)
Uses- Product Name
- Carbamic acid, [(1S,3R)-3-hydroxycyclopentyl]-, 1,1-dimethylethyl ester (9CI)
- CAS No.
- 167465-99-8
- Chemical Name
- Carbamic acid, [(1S,3R)-3-hydroxycyclopentyl]-, 1,1-dimethylethyl ester (9CI)
- Synonyms
- tert-Butyl ((1S,3R);Bictegravir Impurity 26;(1R,3S)-3-aminocyclopentan-1-ol;(1R,3S)-3-(Boc-amino)cyclopentanol;Benzoicacid,6-ethynyl-,methylester;cis-tert-butyl-3-hydroxycyclopentylcarbamate;(1S,3R)-tert-butyl(3-hydroxycyclopentyl)catbaMte;(1S,3R)-3-Hydroxycyclopentyl] tert-butyl carbamate;tert-butyl N-[(1S,3R)-3-hydroxycyclopentyl]carbamate;[(1S,3R)-3-hydroxycyclopentyl]-, 1,1-dimethylethyl ester
- CBNumber
- CB21060890
- Molecular Formula
- C10H19NO3
- Formula Weight
- 201.26
- MOL File
- 167465-99-8.mol
Carbamic acid, [(1S,3R)-3-hydroxycyclopentyl]-, 1,1-dimethylethyl ester (9CI) Property
- Boiling point:
- 321℃
- Density
- 1.08
- Flash point:
- 148℃
- storage temp.
- 2-8°C
- pka
- 12.27±0.40(Predicted)
- Appearance
- White to off-white Solid
- InChI
- InChI=1S/C10H19NO3/c1-10(2,3)14-9(13)11-7-4-5-8(12)6-7/h7-8,12H,4-6H2,1-3H3,(H,11,13)/t7-,8+/m0/s1
- InChIKey
- SBUKINULYZANSP-JGVFFNPUSA-N
- SMILES
- C(OC(C)(C)C)(=O)N[C@H]1CC[C@@H](O)C1
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
H332Harmful if inhaled
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- B814475
- Product name
- tert-Butyl((1S,3R)-3-Hydroxycyclopentyl)carbamate
- Packaging
- 50mg
- Price
- $65
- Updated
- 2021/12/16
- Product number
- CS-W019801
- Product name
- Carbamicacid,N-[(1S,3R)-3-hydroxycyclopentyl]-,1,1-dimethylethylester
- Purity
- 99.75%
- Packaging
- 100mg
- Price
- $67
- Updated
- 2021/12/16
- Product number
- FB141944
- Product name
- tert-Butyl ((1S,3R)-3-hydroxycyclopentyl)carbamate
- Packaging
- 50mg
- Price
- $71
- Updated
- 2021/12/16
- Product number
- CS-W019801
- Product name
- Carbamicacid,N-[(1S,3R)-3-hydroxycyclopentyl]-,1,1-dimethylethylester
- Purity
- 99.75%
- Packaging
- 250mg
- Price
- $111
- Updated
- 2021/12/16
- Product number
- FB141944
- Product name
- tert-Butyl ((1S,3R)-3-hydroxycyclopentyl)carbamate
- Packaging
- 100mg
- Price
- $124
- Updated
- 2021/12/16
Carbamic acid, [(1S,3R)-3-hydroxycyclopentyl]-, 1,1-dimethylethyl ester (9CI) Chemical Properties,Usage,Production
Uses
In asymmetric synthesis, the synthesis of chiral catalysts or chiral auxiliaries is crucial. Chiral amino alcohols are widely used as ligands or catalysts for catalyzing asymmetric synthetic reactions and are also important precursors for the synthesis of many chiral drugs, natural products, and chemical and biological functional materials.
Synthesis
99027-90-4
167465-99-8
Tert-butyl 2-oxa-3-azabicyclo[2.2.1]hept-5-ene-3-carboxylate (8.0 g, 40.56 mmol, 1.00 eq.) was mixed with palladium/carbon catalyst (0.5 g) in methanol (100 mL). The reaction was stirred at 60 °C for 48 hours under hydrogen atmosphere. Upon completion of the reaction, the mixture was cooled to room temperature and the catalyst was removed by filtration. The catalyst was washed with methanol (3 x 10 mL). The filtrate and washings were combined and concentrated in vacuum to give tert-butyl N-[(1S,3R)-3-hydroxycyclopentyl]carbamate (6.5 g, 80% yield) as a white solid. The product was characterized by 1H NMR (400 MHz, D2O, ppm): δ 4.72 (1H, s), 4.55 (1H, s), 1.92-1.87 (3H, m), 1.76-1.60 (3H, m), 1.50 (9H, s).
References
[1] Patent: WO2013/155338, 2013, A2. Location in patent: Page/Page column 144
[2] Patent: US2015/329503, 2015, A1. Location in patent: Paragraph 0646
Carbamic acid, [(1S,3R)-3-hydroxycyclopentyl]-, 1,1-dimethylethyl ester (9CI) Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from Carbamic acid, [(1S,3R)-3-hydroxycyclopentyl]-, 1,1-dimethylethyl ester (9CI) manufacturers
- Product
- Carbamic acid, [(1S,3R)-3-hydroxycyclopentyl]-, 1,1-dimethylethyl ester (9CI) 167465-99-8
- Price
- US $1.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 200kg
- Release date
- 2020-01-02
- Product
- Carbamic acid, [(1S,3R)-3-hydroxycyclopentyl]-, 1,1-dimethylethyl ester (9CI) 167465-99-8
- Price
- US $1.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 200kg
- Release date
- 2020-01-02