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Chemical Structure| 203866-13-1 Chemical Structure| 203866-13-1
Chemical Structure| 203866-13-1

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Boc-cis-4-F-Pro-OH is a protected cis-4-fluoro-L-proline derivative with the amino group protected by tert-butoxycarbonyl (Boc), suitable for peptide synthesis.

Synonyms: N-tert-Boc-cis-4-fluoro-L-proline

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Product Details of Boc-cis-4-F-Pro-OH

CAS No. :203866-13-1
Formula : C10H16FNO4
M.W : 233.24
SMILES Code : O=C([C@H]1N(C(OC(C)(C)C)=O)C[C@@H](F)C1)O
Synonyms :
N-tert-Boc-cis-4-fluoro-L-proline
MDL No. :MFCD04973957
InChI Key :YGWZXQOYEBWUTH-BQBZGAKWSA-N
Pubchem ID :2756017

Safety of Boc-cis-4-F-Pro-OH

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

Application In Synthesis of Boc-cis-4-F-Pro-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 [ 203866-13-1 ]

[ 203866-13-1 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 13519-75-0 ]
  • [ 203866-13-1 ]
  • C13H16ClFN2O [ No CAS ]
YieldReaction ConditionsOperation in experiment
With bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20℃; for 72h; Example 15 (4-Chloro-phenyl)-ethyl-((2S,4S)-4-fluoro-pyrrolidin-2-ylmethyl)-amine To a solution of N-ethyl-4-chloro-aniline (0.31 g, 2.0 mmol) in dichloromethane (8 ml) were added (2S,4S)-tert-butyloxycarbonyl-4-fluoro-pyrrolidine-2-carboxylic acid (0.47 g, 2.0 mmol), bis(2-oxo-3-oxazolidinyl)-phosphinic chloride (0.76 g, 3.0 mmol) and diisopropylethylamine (0.39 g, 3.0 mmol). The mixture was stirred for 3 days at room temperature. Aqueous sodium bicarbonate solution (20 ml) was added and the mixture was extracted with dichloromethane (3*20 ml). The combined organic layers were dried with magnesium sulphate, filtered and concentrated in vacuo. The residue was purified by flash chromatography (SiO2: heptane/ethyl acetate=2:1) to yield a light yellow oil (0.55 g), that was dissolved in tetrahydrofurane (15 ml). Borane-tetrahydrofurane-complex (7.4 ml, 1M, 7.4 mmol) was added and the mixture was heated at 60 C. overnight. After cooling 5 drops of aqueous hydrochloric acid (4N) were added and the solvent was evaporated. The white residue was dissolved in aqueous hydrochloric acid (4N, 10 ml) and heated at 60 C. for 1 hour. After cooling aqueous sodium hydroxide solution was added until basic pH and the mixture was extracted with dichloromethane (2*30 ml). The combined organic layers were dried with magnesium sulphate, filtered and concentrated in vacuo. The residue was purified by flash chromatography (column: Isolute Flash-NH2 from Separtis; eluent: ethyl acetate/heptane 1:1) to yield a light yellow oil, (0.137 g, 27%); MS (ISP): 257.1 ((M+H)+.).
 

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