2-Methyl-2-propanyl (1S,3aR,6aS)-octahydrocyclopenta[c]pyrrole-1-carboxylate ethanedioate (1:1) supplier

Name
(3aR,6aS)-1-(tert-butoxycarbonyl)octahydrocyclopenta[c]pyrrol-2-iuM carboxyfor
EINECS
CAS No. 907606-68-2
Article Data4
CAS DataBase
Density 1.26 at 20℃
Solubility
Melting Point
Formula C₁₂H₂₁NO₂·C₂H₂O₄
Boiling Point
Molecular Weight 301.34
Flash Point
Transport Information
Appearance
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms Cyclopenta[c]pyrrole-1-carboxylic acid, octahydro-, 1,1-dimethylethyl ester, (1S,3aR,6aS)-, ethanedioate (1:1);(1S,3aR,6aS)-Octahydrocyclopenta[c]pyrrole-1-carboxylic acid tert-butyl ester oxalate;
PSA 112.93000
LogP 1.20060

Synthetic route

: 1227704-10-0
(1S,3aR,6aS)-2-(tert-butoxycarbonyl)octahydrocyclopenta[c]pyrrole-1-carboxylic acid (S)-1,2,3,4-tetrahydro-1-naphthylammonium salt

: 144-62-7
oxalic acid

: 75-65-0
tert-butyl alcohol

: 907606-68-2
tert-butyl (1S,3aR,6aS)-octahydrocyclopenta[c]pyrrole-1-carboxylate oxalic acid salt

Conditions

Conditions	Yield
Stage #1: (1S,3aR,6aS)-2-(tert-butoxycarbonyl)octahydrocyclopenta[c]pyrrole-1-carboxylic acid (S)-1,2,3,4-tetrahydro-1-naphthylammonium salt With sodium hydrogen sulfate In tert-butyl methyl ether; water for 0.5h; Stage #2: tert-butyl alcohol With dmap; sodium hydrogen sulfate; di-tert-butyl dicarbonate In tert-butyl methyl ether; water at 20 - 25℃; for 5 - 6h; Stage #3: oxalic acid With methanesulfonic acid; potassium carbonate Product distribution / selectivity; more than 3 stages;	81%

Yield

Stage #1: (1S,3aR,6aS)-2-(tert-butoxycarbonyl)octahydrocyclopenta[c]pyrrole-1-carboxylic acid (S)-1,2,3,4-tetrahydro-1-naphthylammonium salt With sodium hydrogen sulfate In tert-butyl methyl ether; water for 0.5h;
Stage #2: tert-butyl alcohol With dmap; sodium hydrogen sulfate; di-tert-butyl dicarbonate In tert-butyl methyl ether; water at 20 - 25℃; for 5 - 6h;
Stage #3: oxalic acid With methanesulfonic acid; potassium carbonate Product distribution / selectivity; more than 3 stages;

81%

...Expand

: 540-88-5
acetic acid tert-butyl ester

: (1R,3aR,6aS)-octahydrocyclopenta[c]pyrrole-1-carboxylic acid hydrochloride

: 144-62-7
oxalic acid

: 907606-68-2
tert-butyl (1S,3aR,6aS)-octahydrocyclopenta[c]pyrrole-1-carboxylate oxalic acid salt

Conditions

Conditions	Yield
Stage #1: acetic acid tert-butyl ester; (1R,3aR,6aS)-octahydrocyclopenta[c]pyrrole-1-carboxylic acid hydrochloride In dichloromethane at 0 - 21℃; Stage #2: With methanesulfonic acid In dichloromethane; water at 0 - 21℃; for 18.25h; Sealed tube; Stage #3: oxalic acid	59.7%

...Expand

: 540-88-5
acetic acid tert-butyl ester

: 1205676-44-3
(1S,3αR,6αS)-octahydrocyclopenta[c]pyrrole-1-carboxylate hydrochloride

: 144-62-7
oxalic acid

: 907606-68-2
tert-butyl (1S,3aR,6aS)-octahydrocyclopenta[c]pyrrole-1-carboxylate oxalic acid salt

Conditions

Conditions	Yield
Stage #1: acetic acid tert-butyl ester; (1S,3αR,6αS)-octahydrocyclopenta[c]pyrrole-1-carboxylate hydrochloride With methanesulfonic acid In chloroform at 0 - 25℃; for 18h; Stage #2: oxalic acid In isopropyl alcohol at 75 - 80℃; for 0.5h;	0.08 g

...Expand

: 1205676-37-4
(1S,3aR,6aS)-octahydrocyclopenta[c]pyrrole-1-carbonitrile

: 907606-68-2
tert-butyl (1S,3aR,6aS)-octahydrocyclopenta[c]pyrrole-1-carboxylate oxalic acid salt

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: water; hydrogenchloride / methanol / 24 h / Reflux 2.1: methanesulfonic acid / chloroform / 18 h / 0 - 25 °C 2.2: 0.5 h / 75 - 80 °C View Scheme

: 402960-06-9
(1S,3aR,6aS)-di-tert-butyl hexahydrocyclo-penta[c]pyrrol-1,2(1H)-dicarboxylate

: 907606-68-2
tert-butyl (1S,3aR,6aS)-octahydrocyclopenta[c]pyrrole-1-carboxylate oxalic acid salt

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: methanesulfonic acid / tetrahydrofuran / 12 h / 22 - 27 °C / Industrial scale 2: tert-butyl methyl ether; Isopropyl acetate / 2.5 h / Industrial scale View Scheme

: 24424-99-5
di-tert-butyl dicarbonate

: 907606-68-2
tert-butyl (1S,3aR,6aS)-octahydrocyclopenta[c]pyrrole-1-carboxylate oxalic acid salt

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: dmap / tert-butyl methyl ether; tert-butyl alcohol / 6 h / 22 - 27 °C / Industrial scale 2: methanesulfonic acid / tetrahydrofuran / 12 h / 22 - 27 °C / Industrial scale 3: tert-butyl methyl ether; Isopropyl acetate / 2.5 h / Industrial scale View Scheme

: 714194-68-0
tert-butyl (1S,3aR,6aS)-octahydrocyclopenta[c]pyrrole-1-carboxylate

: 144-62-7
oxalic acid

: 907606-68-2
tert-butyl (1S,3aR,6aS)-octahydrocyclopenta[c]pyrrole-1-carboxylate oxalic acid salt

Conditions

Conditions	Yield
In tert-butyl methyl ether; Isopropyl acetate for 2.5h; Industrial scale;	82 kg

: 907606-68-2
tert-butyl (1S,3aR,6aS)-octahydrocyclopenta[c]pyrrole-1-carboxylate oxalic acid salt

: 714194-68-0
tert-butyl (1S,3aR,6aS)-octahydrocyclopenta[c]pyrrole-1-carboxylate

Conditions

Conditions	Yield
With potassium carbonate In Isopropyl acetate; water at 20 - 25℃; for 0.5 - 3h; Product distribution / selectivity;
With potassium carbonate In Isopropyl acetate; water at 20 - 25℃; for 3h; Product distribution / selectivity;
With potassium carbonate In Isopropyl acetate; water at 20℃; for 3h; Product distribution / selectivity;

: 907606-68-2
tert-butyl (1S,3aR,6aS)-octahydrocyclopenta[c]pyrrole-1-carboxylate oxalic acid salt

: 926276-15-5
(1S,3aR,6aS)-tert-butyl 2-((S)-2-(benzyloxycarbonylamino)-3,3-dimethylbutanoyl)octahydrocyclopenta[c]pyrrole-1-carboxylate

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: potassium carbonate / water; Isopropyl acetate / 3 h / 20 °C 2.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / water; Isopropyl acetate / 6 h / 0 - 5 °C 2.2: 20 - 25 °C View Scheme

: 907606-68-2
tert-butyl (1S,3aR,6aS)-octahydrocyclopenta[c]pyrrole-1-carboxylate oxalic acid salt

: 926276-16-6
(1S,3aR,6aS)-tert-butyl 2-((S)-2-amino-3,3-dimethylbutanoyl)octahydrocyclopenta[c]pyrrole-1-carboxylate

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: potassium carbonate / water; Isopropyl acetate / 3 h / 20 - 25 °C 2.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / water; Isopropyl acetate / 6 h / 0 - 5 °C / Inert atmosphere 2.2: 20 - 25 °C 3.1: hydrogen / 10 wt% Pd(OH)2 on carbon / water; Isopropyl acetate / 1 h / 20 °C / 2311.54 Torr View Scheme
Multi-step reaction with 3 steps 1.1: potassium carbonate / water; Isopropyl acetate / 3 h / 20 °C 2.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / water; Isopropyl acetate / 6 h / 0 - 5 °C 2.2: 20 - 25 °C 3.1: hydrogen / 10 wt% Pd(OH)2 on carbon / Isopropyl acetate / 1 h / 20 °C / 2311.54 Torr View Scheme

2-Methyl-2-propanyl (1S,3aR,6aS)-octahydrocyclopenta[c]pyrrole-1-carboxylate ethanedioate (1:1) Specification

2-Methyl-2-propanyl (1S,3aR,6aS)-octahydrocyclopenta[c]pyrrole-1-carboxylate ethanedioate (1:1) is an organic compound with the formula C₁₂H₂₁NO₂·C₂H₂O₄, and its systematic name is the same with the product name. With the CAS registry number 907606-68-2, it is also named as (1S,3aR,6aS)-Octahydrocyclopenta[c]pyrrole-1-carboxylic acid tert-butyl ester oxalate. In addition, the molecular weight is 301.34.

You can still convert the following datas into molecular structure:
(1)SMILES: CC(C)(C)OC(=O)[C@@H]1[C@H]2CCC[C@H]2CN1.C(=O)(C(=O)O)O
(2)Std. InChI: InChI=1S/C12H21NO2.C2H2O4/c1-12(2,3)15-11(14)10-9-6-4-5-8(9)7-13-10;3-1(4)2(5)6/h8-10,13H,4-7H2,1-3H3;(H,3,4)(H,5,6)/t8-,9-,10-;/m0./s1
(3)Std. InChIKey: ZCTXDLWZMFBZEV-PUBMXKGKSA-N

Product Name

(3aR,6aS)-1-(tert-butoxycarbonyl)octahydrocyclopenta[c]pyrrol-2-iuM carboxyfor

Synthetic route

2-Methyl-2-propanyl (1S,3aR,6aS)-octahydrocyclopenta[c]pyrrole-1-carboxylate ethanedioate (1:1) Specification

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