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Chemical Structure| 87691-27-8 Chemical Structure| 87691-27-8
Chemical Structure| 87691-27-8

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Boc-cis-Hyp-OH is a protected cis-4-hydroxy-L-proline derivative with the amino group protected by tert-butoxycarbonyl (Boc). It is a non-cleavable ADC linker used for the synthesis of antibody-drug conjugates (ADCs) and an alkyl chain-based PROTAC linker used for PROTAC synthesis.

Synonyms: N-Boc-cis-4-hydroxy-L-proline

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Product Details of Boc-cis-Hyp-OH

CAS No. :87691-27-8
Formula : C10H17NO5
M.W : 231.25
SMILES Code : O=C([C@H]1N(C(OC(C)(C)C)=O)C[C@@H](O)C1)O
Synonyms :
N-Boc-cis-4-hydroxy-L-proline
MDL No. :MFCD02094406
InChI Key :BENKAPCDIOILGV-BQBZGAKWSA-N
Pubchem ID :688614

Safety of Boc-cis-Hyp-OH

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Application In Synthesis of Boc-cis-Hyp-OH

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 87691-27-8 ]

[ 87691-27-8 ] Synthesis Path-Downstream   1~3

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  • [ 121148-00-3 ]
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  • [ 74-88-4 ]
  • [ 215918-38-0 ]
YieldReaction ConditionsOperation in experiment
550 mg To an ice cooled mixture of Sodium hydride (228 mg, 5.71 mmol)(prewashed with hexanes) and DMF (10 mL) was added (2S,4S)-l-(tert- butoxycarbonyl)-4-hydroxypyrrolidine-2-carboxylic acid (600 mg, 2.59 mmol) as a solid in one portion. The formed slurry was stirred at this temperature for 30 min before addition of iodomethane (0.485 mL, 7.78 mmol) dropwise. The final reaction mixture was stirred at rt overweekend. Poured into water (100 mL), extracted with EtOAc (20 mL, X2). The combined organic layer was washed with water and brine, dried over MgS04, filtered, evaporated in vacuo. The residue was purified by FCC (0% to 50% EtOAc-Hexanes) to afford Cap W-19 Step A (550 mg) as a colorless oil. NMR (500MHz, CD3OD) δ 4.38 (td, J=8.6, 3.2 Hz, 1H), 3.99 (dt, J=5.1, 2.4 Hz, 1H), 3.81 - 3.68 (m, 3H), 3.64 - 3.53 (m, 1H), 3.50 - 3.40 (m, 1H), 2.45 - 2.21 (m, 2H), 1.55 - 1.40 (m, 9H)
  • 3
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  • [ 401564-36-1 ]
 

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