O-(2-diazo-1,3-dioxobutyl)-N-trifloroacetyl-L-serine → O-(2-diazo-1,3-dioxobutyl)-L-serine

Temperature

40 °C

A solution of O-(2-diazo-1,3-dioxobutyl)-N-trifluoroacetyl-L-serine (193 mg) and Acylase I (acylase, Sigma A-7264, made by Sigma Chemicals) (60 mg) in water (6 ml) was neutrized to pH 7.0-7.3 with 2M tris buffer solution and the mixture was stirred for 4 hours at 40° C. The reaction mixture was chromatographed on carbon (20 ml) eluting successively with water, a 1:1 mixture of acetone and water and acetone to give a crude solid (100 mg). The above solid (50 mg) was chromatographed on silica gel (2.5 g) eluting successively with a 9:1 mixture of chloroform and methanol and a 65:25:4 mixture of chloroform, methanol and water to give O-(2-diazo-1,3-dioxobutyl)-L-serine (22 mg).

1. customThe reaction mixture was chromatographed on carbon (20 ml)
2. washeluting successively with water
3. additiona 1:1 mixture of acetone and water and acetone
4. customto give a crude solid (100 mg)
5. customThe above solid (50 mg) was chromatographed on silica gel (2.5 g)
6. washeluting successively with a 9:1 mixture of chloroform and methanol
7. additiona 65:25:4 mixture of chloroform, methanol and water

ORD record

ord-e728dfa08af14edda5e63afe21191ca9

Source dataset

uspto-grants-1990_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04939241