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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2274314Generated: November 2, 2026

Methyl isothiocyanate → HCID 71258268, compound

https://huagongshe.com/reaction/2274314

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl isothiocyanateHCID 11167—
Reactant(1R,2S,3R,4R,5R)-2-Amino-3,4-bis(benzyloxy)-5-((benzyloxy)methyl)cyclohexanolHCID 86727203—
ProductHCID 71258268HCID 71258268—

Reaction Steps

The title compound was prepared via a synthetic sequence as described above Intermediate Example 7, starting form (1R,2S,3R,4R,5R)-2-amino-3,4-bis(benzyloxy)-5-((benzyloxy)methyl)cyclohexanol (0.150 g, 0.336 mmol) and methyl isothiocyanate (MeNCS) (0.049 g, 0.67 mmol). The crude product was purified on silica gel by automatic flash column chromatography (EtOAc/hexanes, 1:20 to 1:3), affording (3aR,4R,5R,6R,7aS)-2-(mthylamino)-4,5-bisbenzyloxy-6-(benzyloxymethyl)-3a,4,5,6,7,7a-hexahydrobenzo[d]thiazole as a colorless oil (0.16 g, impure).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09126957B2
Source datasetuspto-grants-2015_09
ORD IDord-b9037a23ff9b4a3e9c7ca37f1ef36aa9
Source noteuspto-grants-2015_09