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Chemical Structure| 37784-17-1 Chemical Structure| 37784-17-1
Chemical Structure| 37784-17-1

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Boc-D-Pro-OH is a protected D-proline derivative with the amino group protected by tert-butoxycarbonyl (Boc), suitable for constructing D-proline residues.

Synonyms: N-Boc-D-proline

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Product Details of Boc-D-Pro-OH

CAS No. :37784-17-1
Formula : C10H17NO4
M.W : 215.25
SMILES Code : O=C([C@@H]1N(C(OC(C)(C)C)=O)CCC1)O
Synonyms :
N-Boc-D-proline
MDL No. :MFCD00063226
InChI Key :ZQEBQGAAWMOMAI-SSDOTTSWSA-N
Pubchem ID :688022

Safety of Boc-D-Pro-OH

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

Application In Synthesis of Boc-D-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 [ 37784-17-1 ]

[ 37784-17-1 ] Synthesis Path-Downstream   1~7

  • 1
  • [ 22259-53-6 ]
  • [ 37784-17-1 ]
  • 2-[(1<i>H</i>-indol-3-ylmethyl)-carbamoyl]-pyrrolidine-1-carboxylic acid <i>tert</i>-butyl ester [ No CAS ]
  • 3
  • [ 37784-17-1 ]
  • [ 228244-04-0 ]
  • 4
  • [ 42303-42-4 ]
  • [ 37784-17-1 ]
  • C16H26N2O5 [ No CAS ]
  • 5
  • [ 68176-57-8 ]
  • [ 37784-17-1 ]
  • C20H29N3O2 [ No CAS ]
YieldReaction ConditionsOperation in experiment
General procedure: The title compounds were prepared in a parallel fashion by thefollowing protocol: Step 1: To a 0.325M solution of amino acid in DMF (400 muL, 125 mumol, 1 eq) was added a 0.325M solution of 4-tert-butyl-1,2-diaminobenzene in DMF (400 muL, 125 mumol, 1 eq), a 0.325M solutionof HATU in DMF (400 muL, 125 mumol, 1 eq) and triethylamine(35 muL, 250 5 mumol, 2 eq). The reaction was shaken at 60 °C for 16 hbefore concentrating in vacuo. To the residue was added HOAc(1.25 mL) and the reaction shaken at 80 °C for 3 h. The reaction wascooled, concentrated in vacuo and purified using preparative HPLC toafford the benzimidazole intermediate. Step 2: To the benzimidazolewas added a solution of TFA/DCM (1:5, 2 mL) and the reaction wasshaken at 30 °C for 1 h. The reaction was concentrated in vacuo to affordthe final compounds as their TFA salts. LCMS QC: Column: Welch XBC182.1x50mm 5 pm, 50 °C, mobile phase A: 0.0375percent TFA in water;mobile phase B: 0.01875percent TFA in acetonitrile. Initial gradient 15 1percent B;0.60 mins 5percent B, 4.00 mins 100percent B, 4.30 mins 1percent B, 4.70 mins 1percent B.Flow rate 0.8 mL/min. Preparative HPLC: Phenomenex Gemini C18;250x21.2mmx10um; Acetonitrile:NH4OH eluting with a gradient specificto each compound (see below) over an 8?10 min gradient time.Flow rate 30/35 mL/min unless otherwise specified.
  • 6
  • [ 68176-57-8 ]
  • [ 37784-17-1 ]
  • (R)-5-(tert-butyl)-2-(pyrrolidin-2-yl)-1H-benzo[d]imidazole [ No CAS ]
  • 7
  • [ 37784-17-1 ]
  • [ 6294-52-6 ]
  • (R)-tert-butyl 2-((5,6-dimethoxybenzo[d]thiazol-2-yl)carbamoyl)pyrrolidine-1-carboxylate [ No CAS ]
 

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