tert-Butyl bromoacetate → t-Butyl alpha-[2-(2-naphthyl)-5-oxo-6-phthalimidoperhydro-1,4-thiazepin-4-yl]acetate

HRID 256048Notes

Reaction equation

HRID 256048 reaction equation
[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[CH:11]1[CH2:17][NH:16][C:15](=[O:18])[CH:14]([N:19]2[C:23](=[O:24])[C:22]3=[CH:25][CH:26]=[CH:27][CH:28]=[C:21]3[C:20]2=[O:29])[CH2:13][S:12]1.Br[CH2:31][C:32]([O:34][C:35]([CH3:38])([CH3:37])[CH3:36])=[O:33]>>[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[CH:11]1[CH2:17][N:16]([CH2:31][C:32]([O:34][C:35]([CH3:38])([CH3:37])[CH3:36])=[O:33])[C:15](=[O:18])[CH:14]([N:19]2[C:20](=[O:29])[C:21]3=[CH:28][CH:27]=[CH:26][CH:25]=[C:22]3[C:23]2=[O:24])[CH2:13][S:12]1

Participants

3

Reactant 2

HCID 79177tert-Butyl bromoacetateHCID 201648502-(2-Naphthyl)-5-oxo-6-phthalimidoperhydro-1,4-thiazepine

Product 1

HCID 20164861t-Butyl alpha-[2-(2-naphthyl)-5-oxo-6-phthalimidoperhydro-1,4-thiazepin-4-yl]acetate

Procedure

4.15 g of 2-(2-naphthyl)-5-oxo-6-phthalimidoperhydro-1,4-thiazepine [prepared as described in step (e) above] were treated with t-butyl bromoacetate in same manner as described in Example 36(f), to give 3.35 g of the title compound as a crystalline solid, melting at 208°-209.5° C.

Sources & evidence

ORD record
ord-5987b4a06a514a4f9fecb7f8dccfd7e1
Source dataset
uspto-grants-1987_10
Patent number
US04699905

Reaction notes

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