HuagongsheHuagongshe Chemistry Print Report · For research reference only
D-Valinol → t-Butyl alpha-[6(R)-(1-ethoxycarbonyl-3-phenylpropylamino)-3(R)-isopropyl-5-oxoperhydro-1,4-thiazepin-4-yl]acetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | D-Valinol | HCID 6950587 | — |
| Reactant | t-butyl alpha-{6(R)-[1(R)-ethoxycarbonyl-3-phenylpropylamino]-3(R)-isopropyl-5-oxoperhydro-1,4-thiazepin-4-yl}acetate | HCID 18610539 | — |
| Reactant | t-butyl alpha-{6(R)-[1(S)-ethoxycarbonyl-3-phenylpropylamino]-3(R)-isopropyl-5-oxoperhydro-1,4-thiazepin-4-yl}acetate | HCID 18610542 | — |
| Product | t-Butyl alpha-[6(R)-(1-ethoxycarbonyl-3-phenylpropylamino)-3(R)-isopropyl-5-oxoperhydro-1,4-thiazepin-4-yl]acetate | HCID 18610535 | — |
Reaction Steps
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.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04699905 |
| Source dataset | uspto-grants-1987_10 |
| ORD ID | ord-686dbb3fedf6428e97285fa330606d2a |
| Source note | uspto-grants-1987_10 |