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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 256034Generated: October 26, 2026

D-Valinol → t-Butyl alpha-[6(R)-(1-ethoxycarbonyl-3-phenylpropylamino)-3(R)-isopropyl-5-oxoperhydro-1,4-thiazepin-4-yl]acetate

https://huagongshe.com/reaction/256034

Reaction equation

Participants

RoleNameHCIDCharge
ReactantD-ValinolHCID 6950587—
Reactantt-butyl alpha-{6(R)-[1(R)-ethoxycarbonyl-3-phenylpropylamino]-3(R)-isopropyl-5-oxoperhydro-1,4-thiazepin-4-yl}acetateHCID 18610539—
Reactantt-butyl alpha-{6(R)-[1(S)-ethoxycarbonyl-3-phenylpropylamino]-3(R)-isopropyl-5-oxoperhydro-1,4-thiazepin-4-yl}acetateHCID 18610542—
Productt-Butyl alpha-[6(R)-(1-ethoxycarbonyl-3-phenylpropylamino)-3(R)-isopropyl-5-oxoperhydro-1,4-thiazepin-4-yl]acetateHCID 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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04699905
Source datasetuspto-grants-1987_10
ORD IDord-686dbb3fedf6428e97285fa330606d2a
Source noteuspto-grants-1987_10