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Cas Database |
| Name |
Boc-L-Hydroxyproline |
EINECS | 604-011-7 |
| CAS No. | 13726-69-7 | Density | 1.312 g/cm3 |
| PSA | 87.07000 | LogP | 0.37920 |
| Solubility | very faint turbidity | Melting Point |
123-127 °C(lit.) |
| Formula | C10H17NO5 | Boiling Point | 390.9 °C at 760 mmHg |
| Molecular Weight | 231.249 | Flash Point | 190.2 °C |
| Transport Information | N/A | Appearance | N/A |
| Safety | 22-24/25 | Risk Codes | N/A |
| Molecular Structure |
|
Hazard Symbols | N/A |
| Synonyms |
Boc-trans-4-hydroxy-L-proline;4-Hydroxy-Pyrrolidine-1,2-Dicarboxylic Acid 1-tert-Butyl Ester;Boc-L-4-hydroxyproline;N-Boc-L-hydroxyproline;(2S,4R)-N-alpha-t-butoxycarbonyl-4-hydroxypyrrolidine-2-car boxylic acid;Boc-4-hydroxy-L-proline;Boc-L-Hyp-OH;Boc-(2S,4R)-hydroxyproline; |
Article Data | 100 |
Boc-L-Hydroxyproline Synthetic route
- 24424-99-5
di-tert-butyl dicarbonate
- 51-35-4
4R-4-hydroxyproline
- 13726-69-7
(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid
| Conditions | Yield |
|---|---|
| With sodium hydroxide In water; acetone at 50℃; for 1h; | 100% |
| In tetrahydrofuran; water at 20℃; for 12h; | 100% |
| With sodium hydroxide In tetrahydrofuran; water at 20℃; | 100% |
- 24424-99-5
di-tert-butyl dicarbonate
- 51-35-4, 913000-57-4
4-hydroxyproline
- 13726-69-7
(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid
| Conditions | Yield |
|---|---|
| With hydrogenchloride In methanol; ethyl acetate | 96% |
- 74844-91-0
1-tert-butyl 2-methyl (2S,4R)-4-hydroxy-1,2-pyrrolidinedicarboxylate
- 13726-69-7
(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid
| Conditions | Yield |
|---|---|
| With water; lithium hydroxide In methanol at 20℃; for 1h; | 58% |
| With sodium hydroxide In tetrahydrofuran at 0℃; for 19h; | |
| Stage #1: 1-tert-butyl 2-methyl (2S,4R)-4-hydroxy-1,2-pyrrolidinedicarboxylate With water; sodium hydroxide In methanol for 4h; Stage #2: With citric acid In methanol; water pH=3; Product distribution / selectivity; | |
| Stage #1: 1-tert-butyl 2-methyl (2S,4R)-4-hydroxy-1,2-pyrrolidinedicarboxylate With methanol; water; lithium hydroxide at 20℃; Inert atmosphere; Stage #2: With hydrogenchloride In water; acetonitrile for 0.166667h; Cooling with ice bath; Inert atmosphere; |
- 34619-03-9
tert-butyldicarbonate
- 51-35-4
4R-4-hydroxyproline
- 13726-69-7
(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid
| Conditions | Yield |
|---|---|
| With sodium hydrogencarbonate In 1,4-dioxane; water at 20℃; | 97% |
| With sodium hydroxide In water; tert-butyl alcohol at 20℃; for 16h; | 89% |
| With sodium hydrogencarbonate In water |
- 51-35-4
4R-4-hydroxyproline
- 13726-69-7
(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid
| Conditions | Yield |
|---|---|
| In water | 95% |
- 184046-78-4
(2S,3S)-1-tert-butyl-2-methyl 3-hydroxypyrrolidine-1,2-dicarboxylate
- 13726-69-7
(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid
| Conditions | Yield |
|---|---|
| Stage #1: (2S,3S)-1-tert-butyl-2-methyl 3-hydroxypyrrolidine-1,2-dicarboxylate With water; sodium hydroxide In methanol for 6h; Stage #2: With citric acid In methanol; water pH=3; |
- 24424-99-5
di-tert-butyl dicarbonate
- 51-35-4, 913000-57-4
4-hydroxyproline
- 13726-69-7
(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid
| Conditions | Yield |
|---|---|
| In sodium hydroxide; hexane; water; tert-butyl alcohol | |
| In sodium hydroxide; hexane; water; tert-butyl alcohol | |
| In sodium hydroxide; hexane; water; tert-butyl alcohol | |
| In sodium hydroxide; hexane; water; tert-butyl alcohol |
- 7732-18-5
water
- 51-35-4, 913000-57-4
4-hydroxyproline
- 13726-69-7
(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid
| Conditions | Yield |
|---|---|
| With sodium hydroxide In 1,4-dioxane |
- 3236-56-4
dipercarbonate de O,O-t-butyle
- 51-35-4
4R-4-hydroxyproline
- 13726-69-7
(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid
| Conditions | Yield |
|---|---|
| With hydrogenchloride; sodium hydroxide; ammonium chloride In tetrahydrofuran; water |
- 115352-39-1, 124662-61-9, 110339-26-9
(2R)-1-benzyloxy-2-hydroxy-pent-4-yne
- 13726-69-7
(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid
| Conditions | Yield |
|---|---|
| Multi-step reaction with 8 steps 1: hydrogen / Pd/CaCO3 / ethyl acetate 2: di-isopropyl azodicarboxylate, Ph3P / tetrahydrofuran / 12 h / -20 °C 3: hydrazine / ethanol / 6 h / Heating 4: Et3N / CH2Cl2 5: 78 percent / I2 / tetrahydrofuran; H2O / 6 h / 20 °C 6: Et3N / CH2Cl2 7: RuCl3*H2O, NaIO4, / CCl4; acetonitrile; H2O / 1 h / Ambient temperature 8: K2CO3 / methanol View Scheme |
Boc-L-Hydroxyproline Chemical Properties
Molecular structure of Boc-L-Hydroxyproline (CAS NO.13726-69-7) is:
Product Name: Boc-L-Hydroxyproline
CAS Registry Number: 13726-69-7
IUPAC Name: (2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid
Molecular Weight: 231.24568 [g/mol]
Molecular Formula: C10H17NO5
XLogP3-AA: 0.3
H-Bond Donor: 2
H-Bond Acceptor: 5
Melting Point: 123-127 °C(lit.)
Surface Tension: 57 dyne/cm
Density: 1.312 g/cm3
Flash Point: 190.2 °C
Enthalpy of Vaporization: 74.05 kJ/mol
Boiling Point: 390.9 °C at 760 mmHg
Vapour Pressure: 9.99E-08 mmHg at 25°C
Product Categories: Aminoacids derivatives;Pyrrole&Pyrrolidine&Pyrroline;Amino Acids;Hydroxyproline [Hyp];Unusual Amino Acids;Amino Acids (N-Protected);Biochemistry;Boc-Amino Acids;Boc-Amino acid series
Boc-L-Hydroxyproline Safety Profile
Safety Statements: 22-24/25
S22:Do not breathe dust.
S24/25:Avoid contact with skin and eyes.
WGK Germany: 3
HazardClass: IRRITANT
Boc-L-Hydroxyproline Specification
Boc-L-Hydroxyproline , its cas register number is 13726-69-7. It also can be called trans-N-(tert-Butoxycarbonyl)-4-hydroxy-L-proline ; Boc-Hyp-OH ; (2S,4R)-1-tert-Butyl 4-hydroxy-1,2-pyrrolidinecarboxylate ; 1,2-Pyrrolidinedicarboxylic acid, 4-hydroxy-, 1-(1,1-dimethylethyl) ester, (2S,4R)- .
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