Reaktion #343216

ord-686dbb3fedf6428e97285fa330606d2a

Reaktionsgleichung

CCOC(=O)[C@H](CCc1ccccc1)N[C@H]1CSC[C@@H](C(C)C)N(CC(=O)OC(C)(C)C)C1=O
t-butyl α-{6(R)-[1(S)-ethoxycarbonyl-3-phenylpropylamino]-3(R)-isopropyl-5-oxoperhydro-1,4-thiazepin-4-yl}acetate
CC(C)[C@@H](N)CO
D-2-amino-3-methyl-1-butanol
CCOC(=O)[C@@H](CCc1ccccc1)N[C@H]1CSC[C@@H](C(C)C)N(CC(=O)OC(C)(C)C)C1=O
t-butyl α-{6(R)-[1(R)-ethoxycarbonyl-3-phenylpropylamino]-3(R)-isopropyl-5-oxoperhydro-1,4-thiazepin-4-yl}acetate
CCOC(=O)C(CCc1ccccc1)N[C@H]1CSC[C@@H](C(C)C)N(CC(=O)OC(C)(C)C)C1=O
t-Butyl α-[6(R)-(1-ethoxycarbonyl-3-phenylpropylamino)-3(R)-isopropyl-5-oxoperhydro-1,4-thiazepin-4-yl]acetate

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Sonstigewere obtained as oils

Vorschrift

The procedure described in steps (a) to (h) of Example 1 was repeated, except that D-2-amino-3-methyl-1-butanol 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)-isopropyl-5-oxoperhydro-1,4-thiazepin-4-yl}acetate (isomer A) and t-butyl α-{6(R)-[1(S)-ethoxycarbonyl-3-phenylpropylamino]-3(R)-isopropyl-5-oxoperhydro-1,4-thiazepin-4-yl}acetate (isomer B), were obtained as oils.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US04699905uspto-grants-1987_10