tert-Butyl bromoacetate → t-butyl alpha-[5-oxo-6(R)-phthalimido-3(S)-(2-thienyl)perhydro-1,4-thiazepin-4-yl]acetate

HRID 256021Notes

Reaction equation

HRID 256021 reaction equation
[O:1]=[C:2]1[C@@H:8]([N:9]2[C:13](=[O:14])[C:12]3=[CH:15][CH:16]=[CH:17][CH:18]=[C:11]3[C:10]2=[O:19])[CH2:7][S:6][CH2:5][C@@H:4]([C:20]2[S:21][CH:22]=[CH:23][CH:24]=2)[NH:3]1.Br[CH2:26][C:27]([O:29][C:30]([CH3:33])([CH3:32])[CH3:31])=[O:28]>>[O:1]=[C:2]1[C@@H:8]([N:9]2[C:13](=[O:14])[C:12]3=[CH:15][CH:16]=[CH:17][CH:18]=[C:11]3[C:10]2=[O:19])[CH2:7][S:6][CH2:5][C@@H:4]([C:20]2[S:21][CH:22]=[CH:23][CH:24]=2)[N:3]1[CH2:26][C:27]([O:29][C:30]([CH3:33])([CH3:32])[CH3:31])=[O:28]

Participants

3

Reactant 2

HCID 79177tert-Butyl bromoacetateHCID 138779465-oxo-6(R)-phthalimido-3(S)-(2-thienyl)perhydro-1,4-thiazepine

Product 1

HCID 13877949t-butyl alpha-[5-oxo-6(R)-phthalimido-3(S)-(2-thienyl)perhydro-1,4-thiazepin-4-yl]acetate

Procedure

1.3 g of 5-oxo-6(R)-phthalimido-3(S)-(2-thienyl)perhydro-1,4-thiazepine [prepared as described in step (e) above] was treated with t-butyl bromoacetate in the manner described in Example 1(f), to give 0.99 g of the title compound as crystals, melting at 211°-212° C.

Sources & evidence

ORD record
ord-2da7fd75be324f119d3d0d483f167d8d
Source dataset
uspto-grants-1987_10
Patent number
US04699905

Reaction notes

Loading…