تفاعل #66022

ord-a06dae072eb2430396e7a4c03ad82404

معادلة التفاعل

CC(C)(C)OC(=O)CN(CC(=O)OC(C)(C)C)S(=O)(=O)c1ccc(Oc2ccccc2)cc1
Compound 4a
CC(C)(C)OC(=O)CN(CC(=O)OC(C)(C)C)S(=O)(=O)c1ccc(Oc2ccccc2)cc1
{[4-Phenoxy-benzenesulphonyl]-tert-butoxycarbonylmethyl-amino}-aceticacid tert-butyl ester
O=C(O)CN(CC(=O)O)S(=O)(=O)c1ccc(Oc2ccccc2)cc1
{[4-Phenoxy-benzenesulphonyl]-carboxymethyl-amino}-acetic acid

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    ترشيحThe solid was filtered off
  2. 2
    أخرىthe filtrate was evaporated in vacuo
  3. 3
    أخرىThe pure product obtained
  4. 4
    أخرىwas dried overnight in high vacuum

الإجراء التجريبي

Compound 4a (1.02 g, 2.14 mmol) was dissolved in formic acid (10 mL) and stirred overnight at room temperature. The solid was filtered off, the filtrate was evaporated in vacuo, and co-evaporated with toluene (6×20 mL). The pure product obtained was dried overnight in high vacuum. Yield: 0.71 g, 1.95 mmol, 91% (off-white solid). 1H-NMR (DMSO-d6): δ 7.91 (d, 2H, 3JHH=9.0 Hz, ArH), 7.20 (d, 2H, 3JHH=9.0 Hz, ArH), 7.28 (d, 2H, 3JHH=9.0 Hz, ArH), 7.00 (d, 1H, 3JHH=9.0 Hz, ArH), 6.87 (d, 2H, 3JHH=9.0 Hz, ArH), 4.07 (s, 4H, 2×CH2CO2H).

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US08524194B2uspto-grants-2013_09