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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 356199Generated: October 29, 2026

(3aR*,10aS*)-9-(4-nitrobenzyl)-4-(phthalimidoacetyl)-2,3,3a,4,9,10a-hexahydrobenzo[b]cyclopenta[e][1,4]diazepin-10(1H)-one → (3aR*,10aS*)-9-(4-aminobenzyl)-4-(phthalimidoacetyl)-2,3,3a,4,9,10a-hexahydrobenzo[b]cyclopenta[e][l,4]diazepin-10(1H)-one

https://huagongshe.com/reaction/356199

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(3aR*,10aS*)-9-(4-nitrobenzyl)-4-(phthalimidoacetyl)-2,3,3a,4,9,10a-hexahydrobenzo[b]cyclopenta[e][1,4]diazepin-10(1H)-oneHCID 70113442—
CatalystPlatinum oxide (PtO)HCID 82844—
SolventMethanolHCID 887—
Product(3aR*,10aS*)-9-(4-aminobenzyl)-4-(phthalimidoacetyl)-2,3,3a,4,9,10a-hexahydrobenzo[b]cyclopenta[e][l,4]diazepin-10(1H)-oneHCID 5452330081%

Reaction Steps

A suspension of (3aR*,10aS*)-9-(4-nitrobenzyl)-4-(phthalimidoacetyl)-2,3,3a,4,9,10a-hexahydrobenzo[b]cyclopenta[e][1,4]diazepin-10(1H)-one (110 mg, 0.21 mmol) and platinum oxide (20 mg) in methanol (20 mL) was stirred for 12 hours at room temperature under hydrogen atmosphere. The reaction mixture was subjected to filtration, and the filtrate was concentrated under reduced pressure, which was crystallized from diethyl ether to give 72 mg (yield 81%) of the object compound, m.p.286°-289° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05834463
Source datasetuspto-grants-1998_11
ORD IDord-24805abae9ba4084babb1e2031864c72
Source noteuspto-grants-1998_11