cis-2-Boc-hexahydropyrrolo[3,4-c]pyrrole
- Product Name
- cis-2-Boc-hexahydropyrrolo[3,4-c]pyrrole
- CAS No.
- 250275-15-1
- Chemical Name
- cis-2-Boc-hexahydropyrrolo[3,4-c]pyrrole
- Synonyms
- 4-c]pyrrole;cis-2-Boc-hexahydropyrrolo;cis-2-Boc-hexahydropyrrolo[3;-Boc-hexahydropyrrolo[3,4-c]pyrrole;3-Boc-3,7-diazabicyclo[3.3.0]octane;Cis-2-Boc-hexahydropyrrol-3,4-cpyrrole;cis-3-Boc-3,7-diazabicyclo[3.3.0]octane;CIS-2-BOC-HEXAHYDROPYRROLO[3,4-C]PYRROLE;2-boc-hexahydropyrrolo[3,4-c]pyrrole, cis;cis-3,7-Diazabicyclo[3.3.0]octane, N3-BOC protected
- CBNumber
- CB1258602
- Molecular Formula
- C11H20N2O2
- Formula Weight
- 212.29
- MOL File
- 250275-15-1.mol
cis-2-Boc-hexahydropyrrolo[3,4-c]pyrrole Property
- Boiling point:
- 295.4±33.0 °C(Predicted)
- Density
- 1.076±0.06 g/cm3(Predicted)
- storage temp.
- Keep in dark place,Sealed in dry,Room Temperature
- pka
- 10.72±0.20(Predicted)
- form
- solid
- color
- White
- InChI
- InChI=1/C11H20N2O2/c1-11(2,3)15-10(14)13-6-8-4-12-5-9(8)7-13/h8-9,12H,4-7H2,1-3H3/t8-,9+
- InChIKey
- FYUVLZRRIRGSTE-DTORHVGOSA-N
- SMILES
- C(N1C[C@]2([H])CNC[C@]2([H])C1)(=O)OC(C)(C)C |&1:3,8,r|
Safety
- WGK Germany
- 3
- HazardClass
- IRRITANT
- 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.
P271Use only outdoors or in a well-ventilated area.
P280Wear protective gloves/protective clothing/eye protection/face protection.
N-Bromosuccinimide Price
- Product number
- ADE000058
- Product name
- meso-tert-Butyl hexahydropyrrolo[3,4-c]pyrrole-2(1H)-carboxylate
- Purity
- Aldrich
- Packaging
- 1g
- Price
- $817
- Updated
- 2025/07/31
- Product number
- B656180
- Product name
- cis-2-Boc-hexahydropyrrolo[3,4-c]pyrrole
- Packaging
- 100mg
- Price
- $65
- Updated
- 2021/12/16
- Product number
- FC165890
- Product name
- cis-2-Boc-Hexahydropyrrol[3,4-c]pyrrole
- Packaging
- 250mg
- Price
- $65
- Updated
- 2021/12/16
- Product number
- CS-W001911
- Product name
- cis-2-Boc-hexahydropyrrolo[3,4-c]pyrrole
- Purity
- 98.70%
- Packaging
- 1g
- Price
- $70
- Updated
- 2021/12/16
- Product number
- 054039
- Product name
- meso-tert-Butyl hexahydropyrrolo-[3,4-c]pyrrole-2(1H)-carboxylate
- Packaging
- 250mg
- Price
- $95
- Updated
- 2021/12/16
cis-2-Boc-hexahydropyrrolo[3,4-c]pyrrole Chemical Properties,Usage,Production
Uses
cis-2-Boc-hexahydropyrrolo[3,4-c]pyrrole is used as a pharmaceutical intermediate in the preparation of Bicyclic pyrazole bruton's tyrosine kinase inhibitors and anticancer active ingredients. It is also used in the synthesis of other organics , such as 6-heterocycloalkyl quinazoline derivatives.
Synthesis
370879-56-4
250275-15-1
General procedure for the synthesis of tert-butyl cis-tert-butyl hexahydropyrrolo[3,4-c]pyrrole-2(1H)-carboxylate from tert-butyl cis-5-benzylhexahydropyrrolo[3,4-c]pyrrole-2(1H)-carboxylate: To tert-butyl (5 g, 16.5 mmol)-5-benzylhexahydropyrrolo[3,4-c]pyrrole-2(1H)-carboxylate (5 g), 16.5 mmol ) was added to a solution of 10% Pd(OH)2/C catalyst (0.5 g) in methanol (50 mL). The reaction mixture was subjected to a hydrogen atmosphere (60 psi) and stirred at 60 °C overnight and subsequently cooled to room temperature. The reaction mixture was filtered through diatomaceous earth and the filtrate was concentrated under reduced pressure to afford tert-butyl (3R,6aS)-hexahydropyrrolo[3,4-c]pyrrole-2(1H)-carboxylate as a colorless oil (2.3 g, 66% yield).
References
[1] Patent: US2002/19388, 2002, A1
[2] Patent: WO2015/120049, 2015, A1. Location in patent: Page/Page column 139; 140
[3] Patent: WO2016/191172, 2016, A1. Location in patent: Page/Page column 86
[4] Patent: US2009/281118, 2009, A1. Location in patent: Page/Page column 10
[5] Journal of Medicinal Chemistry, 2009, vol. 52, # 14, p. 4126 - 4141
cis-2-Boc-hexahydropyrrolo[3,4-c]pyrrole Preparation Products And Raw materials
Raw materials
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View Lastest Price from cis-2-Boc-hexahydropyrrolo[3,4-c]pyrrole manufacturers
- Product
- cis-2-Boc-hexahydropyrrolo[3,4-c]pyrrole 250275-15-1
- Price
- US $1.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 1ton
- Release date
- 2018-08-06