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Basic Information
| CAS No.: | 170491-63-1 |
|---|---|
| Name: | 2-HYDROXYMETHYL-PYRROLIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER |
| Article Data: | 29 |
| Molecular Structure: | |
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| Formula: | C10H19 N O3 |
| Molecular Weight: | 201.266 |
| Synonyms: | 2-Hydroxymethylpyrrolidine-1-carboxylicacid tert-butyl ester; N-(tert-Butoxycarbonyl)pyrrolidine-2-methanol;N-Boc-2-hydroxymethylpyrrolidine; tert-Butyl2-(hydroxymethyl)pyrrolidine-1-carboxylate |
| Density: | 1.084 |
| Melting Point: | 52-54℃ |
| Boiling Point: | 290℃ |
| Flash Point: | 129℃ |
| PSA: | 49.77000 |
| LogP: | 1.31610 |
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Synthetic route
Conditions
| Conditions | Yield |
|---|---|
| In dichloromethane at 20℃; for 16h; | 98% |
| With triethylamine In dichloromethane for 1h; | 94% |
| With triethylamine In dichloromethane at 20℃; | 90% |
- 170491-63-1
N-Boc-prolinol
Conditions
| Conditions | Yield |
|---|---|
| With 4,4'-bipyridine; oxygen; 2,3-dicyano-5,6-dichloro-p-benzoquinone In toluene at 80℃; under 3000.3 Torr; for 18h; Autoclave; Green chemistry; | 88% |
| With ammonium peroxydisulfate; 9-(2-mesityl)-10-methylacridinium perchlorate In dichloromethane; water at 20 - 30℃; for 3h; Irradiation; Green chemistry; | 85% |
- 58632-95-4
2-(tert-Butoxycarbonyloxyimino)-2-phenylacetonitrile
- 498-63-5
2-hydroxymethylpyrrolidine
- 170491-63-1
N-Boc-prolinol
Conditions
| Conditions | Yield |
|---|---|
| With triethylamine In 1,4-dioxane; water for 2h; Ambient temperature; | 75% |
- 59378-82-4
N-(tert-butoxycarbonyl)pyrrolidine-2-carboxaldehyde
- 170491-63-1
N-Boc-prolinol
Conditions
| Conditions | Yield |
|---|---|
| With sodium tetrahydroborate In methanol at 0℃; Inert atmosphere; Schlenk technique; | 53% |
| With sodium tetrahydroborate |
- 74-97-5
chlorobromomethane
- 170491-63-1
N-Boc-prolinol
Conditions
| Conditions | Yield |
|---|---|
| Stage #1: chlorobromomethane; tert-butyl 2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrrolidine-1-carboxylate With n-butyllithium In diethyl ether; hexane at -78 - 20℃; Stage #2: In chloroform at 70℃; for 20h; Stage #3: With dihydrogen peroxide; sodium hydroxide In tetrahydrofuran; water at 0℃; for 2h; | 52% |
- 201230-82-2
carbon monoxide
- 73286-71-2
N-(tert-butoxycarbonyl)-2,3-dihydropyrrole
A
- 170491-63-1
N-Boc-prolinol
B
- 114214-69-6
tert-butyl 3-(hydroxymethyl)pyrrolidine-1-carboxylate
Conditions
| Conditions | Yield |
|---|---|
| With [bis(2-methylallyl)cycloocta-1,5-diene]ruthenium(II); 2-(dicyclohexylphosphanyl)-1-(2-methoxyphenyl)-1H-imidazole; hydrogen In toluene at 160℃; under 37503.8 Torr; for 24h; Autoclave; Inert atmosphere; Overall yield = 43 %Chromat.; regioselective reaction; | A n/a B 47% |
...Expand
- 861657-91-2
rac-1-(tert-butyl) 2-methyl 5-oxopyrrolidine-1,2-dicarboxylate
- 170491-63-1
N-Boc-prolinol
Conditions
| Conditions | Yield |
|---|---|
| Stage #1: rac-1-(tert-butyl) 2-methyl 5-oxopyrrolidine-1,2-dicarboxylate With dimethylsulfide borane complex In tetrahydrofuran for 1h; Heating / reflux; Stage #2: With methanol In tetrahydrofuran at 20℃; |
- 15761-39-4
N-tert-butoxycarbonyl-proline
- 170491-63-1
N-Boc-prolinol
Conditions
| Conditions | Yield |
|---|---|
| With dimethylsulfide borane complex In tetrahydrofuran at 20℃; for 14h; | |
| With borane-THF | |
| Multi-step reaction with 3 steps 1: dichloromethane / 1 h / 0 °C / Schlenk technique; Inert atmosphere 2: diisobutylaluminium hydride / dichloromethane / 0.75 h / -78 °C / Schlenk technique; Inert atmosphere 3: sodium tetrahydroborate / methanol / 0 °C / Inert atmosphere; Schlenk technique View Scheme | |
| With dimethylsulfide borane complex In tetrahydrofuran at 0℃; |
Conditions
| Conditions | Yield |
|---|---|
| In tetrahydrofuran; chloroform | 40.6 g (81%) |
- 23356-96-9
(S)-1-Pyrrolidin-2-yl-methanol
- 170491-63-1
N-Boc-prolinol
