| Identification | Back Directory | [Name]
(2R,4S)-N-ALPHA-T-BUTOXYCARBONYL-4-HYDROXYPYRROLIDINE-2-CARBOXYLIC ACID | [CAS]
147266-92-0 | [Synonyms]
BOC-D-HYP-OH
Boc-trans-D-Hyp-OH
Boc-D-trans-Hyp-OH
trans-Boc-D-Hpy-OH
N-Boc-trans-D-Hyp-OH
BOC-D-PRO(4-HYDROXY)-OH
N-BOC-CIS-7-HYDROXY-D-PROLINE
BOC-TRANS-4-HYDROXY-D-PROLINE
N-Boc-trans-4-Hydroxy-D-proline
N-T-BOC-TRANS-4-HYDROXY-D-PROLINE
(2R,4S)-N-Boc-4-hydroxy-D-proline
N-Boc-trans-4-hydroxy-D-proline 95+%
(Tert-Butoxy)Carbonyl D-trans-Hyp-OH
N-tert-Boc-trans-4-Hydroxy-D-proline
(2R,4S)-N-Boc-cis-4-hydroxy-D-proline
(2R,4S)-N-Boc-trans-4-hydroxy-D-proline
Boc-trans-4-hydroxy-D-proline≥ 95% (NMR)
N-ALPHA-T-BUTOXYCARBONYL-D-HYDROXYPROLINE
N-tert-Butoxycarbonyl-trans-4-hydroxy-D-proline
Boc-(2R,4S)-4-hydroxypyrrolidine-2-carboxylic acid
(2R,4S)-N-ALPHA-T-BUTOXYCARBONYL-4-HYDROXYPYRROLIDINE-2-CARBO
(2R,4S)-N-ALPHA-T-BUTOXYCARBONYL-4-HYDROXYPYRROLIDINE-2-CARB...
(2R,4S)-1-(tert-Butoxycarbonyl)-4-hydroxypyrrolidine-2-carboxylicaci
1-tert-Butoxycarbonyl-(2R,4S)-4-hydroxypyrrolidine-2-carboxylic acid
(2R,4S)-4-Hydroxy-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester
trans-1-[(tert-butoxy)carbonyl]-4-hydroxypyrrolidine-2-carboxylic acid
(2R,4S)-1-(tert-butoxycarbonyl)-4-hydroxypyrrolidine-2-carboxylic acid
(2R,4S)-4-Hydroxy-1,2-pyrrolidinedicarboxylic acid 1-(tert-butyl) ester
(2R,4S)-N-ALPHA-T-BUTOXYCARBONYL-4-HYDROXYPYRROLIDINE-2-CARBOXYLIC ACID
(2R,4S)-N-ALPHA-T-BUTOXYCARBONYL-4-HYDROXYPYRROLIDINE-2-CARBOXYLIC ACID USP/EP/BP
(2R,4s)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid
1,2-Pyrrolidinedicarboxylic acid, 4-hydroxy-, 1-(1,1-diMethylethyl) ester, (2R,4S)-
1,2-Pyrrolidinedicarboxylic acid, 4-hydroxy-, 1-(1,1-diMethylethyl) ester, (2R-trans)- | [EINECS(EC#)]
803-000-6 | [Molecular Formula]
C10H17NO5 | [MDL Number]
MFCD01861341 | [MOL File]
147266-92-0.mol | [Molecular Weight]
231.25 |
| Chemical Properties | Back Directory | [Melting point ]
123°C | [Boiling point ]
390.9±42.0 °C(Predicted) | [density ]
1.312±0.06 g/cm3(Predicted) | [storage temp. ]
Keep in dark place,Sealed in dry,Room Temperature | [solubility ]
Chloroform (Slightly), Methanol (Slightly) | [form ]
solid | [pka]
3.80±0.40(Predicted) | [color ]
White | [Optical Rotation]
[α]/D +70°, c = 0.617 g/mL in methanol |
| Hazard Information | Back Directory | [Chemical Properties]
White powder | [Uses]
Boc protected Proline derivative. | [reaction suitability]
reaction type: Boc solid-phase peptide synthesis | [Synthesis]
General procedure for the synthesis of N-BOC-trans-4-hydroxy-D-proline from di-tert-butyl dicarbonate and L-hydroxyproline:
Step A: Preparation of (4β)-1-Boc-4-hydroxy-L-proline
1. dissolve L-hydroxyproline (5.08 g, 38.77 mmol) in a solvent mixture of 1N NaOH solution (40 mL) and 1,4-dioxane (40 mL).
2. Di-tert-butyl dicarbonate (9.3 g, 42.6 mmol) was added drop-wise to the above solution at 0 °C.
3. The reaction mixture was stirred at room temperature for 8 hours. 4.
4. After completion of the reaction, the mixture was concentrated under vacuum to remove the solvent.
5. The concentrated mixture was acidified with 1N HCl and then extracted with EtOAc.
6. The organic extract was washed with brine, dried over MgSO4 and filtered.
7. Finally, the filtrate was concentrated under vacuum to give N-BOC-trans-4-hydroxy-D-proline (8.84 g, 99% yield).
MS [M + H] = 232 (M + 1). | [IC 50]
Non-cleavable Linker | [References]
[1] Patent: WO2010/56022, 2010, A2. Location in patent: Page/Page column 21 |
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