Uses
ChemicalBook > CAS DataBase List > Carbamic acid, [(1S,3R)-3-hydroxycyclopentyl]-, 1,1-dimethylethyl ester (9CI)

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
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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
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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

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.

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N-Bromosuccinimide Price

TRC
Product number
B814475
Product name
tert-Butyl((1S,3R)-3-Hydroxycyclopentyl)carbamate
Packaging
50mg
Price
$65
Updated
2021/12/16
ChemScene
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
Biosynth Carbosynth
Product number
FB141944
Product name
tert-Butyl ((1S,3R)-3-hydroxycyclopentyl)carbamate
Packaging
50mg
Price
$71
Updated
2021/12/16
ChemScene
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
Biosynth Carbosynth
Product number
FB141944
Product name
tert-Butyl ((1S,3R)-3-hydroxycyclopentyl)carbamate
Packaging
100mg
Price
$124
Updated
2021/12/16
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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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Carbamic acid, [(1S,3R)-3-hydroxycyclopentyl]-, 1,1-dimethylethyl ester (9CI) Suppliers

China 88 Europe 1 India 2 United Kingdom 1 United States 11 Global 103
Carbosynth
Tel
--
Fax
--
Email
sales@carbosynth.com
Country
United Kingdom
ProdList
6005
Advantage
58
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View Lastest Price from Carbamic acid, [(1S,3R)-3-hydroxycyclopentyl]-, 1,1-dimethylethyl ester (9CI) manufacturers

Career Henan Chemical Co
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
Career Henan Chemical Co
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

167465-99-8, Carbamic acid, [(1S,3R)-3-hydroxycyclopentyl]-, 1,1-dimethylethyl ester (9CI)Related Search:

tert-butyl (S)-(1-(3-aminophenyl)ethyl)carbamate tert-butyl-trans-3,4-dihydroxypyrrolidine-1-carboxylate tert-butyl 5-methoxyhexahydrocyclopenta[c]pyrrole-2(1H)-carboxylate TERT-BUTYL 5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-3,6-DIHYDROPYRIDINE-1(2H)-CARBOXYLATE tert-butyl 4-(azetidin-3-yl)piperidine-1-carboxylate (3R,4S)-tert-butyl 3,4-dihydroxypyrrolidine-1-carboxylate N-BOC-3A,4,7,7A-TETRAHYDROISOINDOLE tert-butyl 6-oxooctahydro-2H-cyclopenta[c]pyridine-2-carboxylate tert-Butyl 2,6-diazaspiro[3.5]nonane-6-carboxylate tert-butyl 3-bromo-2,5-dihydro-1H-pyrrole-1-carboxylate tert-Butyl 4-(pyrrolidin-3-yl)piperidine-1-carboxylate tert-butyl 6-hydroxy-3-azabicyclo[3.1.0]hexane-3-carboxylate 3,6-Diazabicyclo[3.1.1]heptane-6-carboxylic acid tert-butyl ester Carbamic acid, [(1R,3S)-3-hydroxycyclopentyl]-, 1,1-dimethylethyl ester (9CI) 1-Methyl-4,6-dihydro-1H-pyrrolo[3,4-c]pyrazole-5-carboxylic acid tert-butyl ester tert-butyl [3,4'-bipiperidine]-1'-carboxylate (1R,3S)-3-Aminocyclopentanol (1R,3S)-3-AMinocyclopentanol hydrochloride

  • Carbamic acid, [(1S,3R)-3-hydroxycyclopentyl]-, 1,1-dimethylethyl ester
  • (1R,3S)-3-(Boc-amino)cyclopentanol
  • Carbamic acid, [(1S,3R)-3-hydroxycyclopentyl]-, 1,1-dimethylethyl ester (9CI)
  • [(1S,3R)-3-Hydroxycyclopentyl]carbamic acid tert-butyl ester
  • (1R,3S)-3-aminocyclopentan-1-ol
  • (1S,3R)-tert-butyl(3-hydroxycyclopentyl)catbaMte
  • cis-tert-butyl-3-hydroxycyclopentylcarbamate
  • tert-butyl N-[(1S,3R)-3-hydroxycyclopentyl]carbamate
  • [(1S,3R)-3-hydroxycyclopentyl]-, 1,1-dimethylethyl ester
  • Carbamic acid, N-[(1S,3R)-3-hydroxycyclopentyl]-, 1,1-dimethylethyl ester
  • tert-Butyl ((1S,3R)-3-hydroxycyclopentyl)carbamate - H10877
  • tert-Butyl ((1S,3R)
  • Carbamic acid, [(1S,3R)-3-hydroxycyclopentyl]-, 1,1-dimethyl...
  • Benzoicacid,6-ethynyl-,methylester
  • (1S,3R)-3-Hydroxycyclopentyl] tert-butyl carbamate
  • Bictegravir Impurity 26
  • 167465-99-8
  • 465-99-8
  • 10772-05-8
  • N-BOC