تفاعل #1697993

معادلة التفاعل

(3RS)-3-(N-tert-butyloxycarbonylaminoethyl) pyrrolidine

N-benzyloxycarbonyl-S-methylisothiourea

KHSO4

→

title compound

(3RS)-1-(N-benzyloxycarbonylamidino)-3-aminoethyl pyrrolidine

المذيبات

toluene

ظروف التفاعل

المعالجة

1. 1
   غسيلthe water layer was washed with a mixture of the toluene and ethyl acetate
2. 2
   workup.WAITleft for 2 days under which time the Boc group
3. 3
   أخرىwas removed
4. 4
   استخلاصextracted four times with CH2Cl2 The combined organic layer
5. 5
   تجفيفwas dried (Na2SO4)
6. 6
   ترشيحfiltered
7. 7
   أخرىevaporated

الإجراء التجريبي

2.18 g (0.0102 mmole) (3RS)-3-(N-tert-butyloxycarbonylaminoethyl) pyrrolidine and 2.81 g (0.0125 mole) N-benzyloxycarbonyl-S-methylisothiourea was dissolved in 30 ml toluene and heated to 60-70° C. for eight hours followed by stirring at room temperature for one day. 0.3 M KHSO4-solution was added and the water layer was washed with a mixture of the toluene and ethyl acetate and left for 2 days under which time the Boc group was removed. The acidic water phase was made alkaline and extracted four times with CH2Cl2 The combined organic layer was dried (Na2SO4), filtered and evaporated to yield 2.0 g (51%) of the title compound.

المصدر