HCID 18610540, compound → HCID 18610536, compound

HRID 256037Notes

Reaction equation

[CH2:1]([O:3][C:4]([C@H:6]([NH:15][C@H:16]1[CH2:22][S:21][CH2:20][C@@H:19]([CH3:23])[N:18]([CH2:24][C:25]([O:27][C:28]([CH3:31])([CH3:30])[CH3:29])=[O:26])[C:17]1=[O:32])[CH2:7][CH2:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)=[O:5])[CH3:2].C(OC([C@@H](N[C@H]1CSC[C@@H](C)N(CC(OC(C)(C)C)=O)C1=O)CCC1C=CC=CC=1)=O)C>>[CH2:1]([O:3][C:4]([CH:6]([NH:15][C@H:16]1[CH2:22][S:21][CH2:20][C@@H:19]([CH3:23])[N:18]([CH2:24][C:25]([O:27][C:28]([CH3:29])([CH3:31])[CH3:30])=[O:26])[C:17]1=[O:32])[CH2:7][CH2:8][C:9]1[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=1)=[O:5])[CH3:2]

Participants

Reactant 2

HCID 18610540HCID 18610540, compound

HCID 18610543HCID 18610543, compound

Product 1

HCID 18610536HCID 18610536, compound

Procedure

The procedure described in steps (a) to (h) of Example 1 was repeated, except that D-2-amino-1-propanol was used as the starting material. Two isomers (derived from the asymmetric carbon atom to which the phenethyl group is attached), that is t-butyl α-{6(R)-[1(R)-ethoxycarbonyl-3-phenylpropylamino]-3(R)-methyl-5-oxoperhydro-1,4-thiazepin-4-yl}acetate (isomer A) and t-butyl α-{6(R)-[1(S)-ethoxycarbonyl-3-phenylpropylamino]-3(R)-methyl-5-oxoperhydro-1,4-thiazepin-4-yl}acetate (isomer B) were obtained as oils.

Workup

customwere obtained as oils

Sources & evidence

ORD record: ord-1eccc77e062644d4b7fafa9652a6ed4f
Source dataset: uspto-grants-1987_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04699905

Reaction notes

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