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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1290378Generated: November 2, 2026

Triphenylphosphine → Ethanethioic acid trans-(+/-)-S-[tetrahydro-5-[[(phenylmethoxy)[(2,2,2-trichloroethoxy)carbonyl]amino]methyl]-3-furanyl] ester

https://huagongshe.com/reaction/1290378

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
Reactantethyl N-ethoxycarbonyliminocarbamateHCID 220568—
Reactant(Phenylmethoxy)carbamic acid 2,2,2-trichloroethyl esterHCID 11098567—
ReactantEthanethioic acid trans-(+/-)-S-[tetrahydro-5-(hydroxymethyl)-3-furanyl]esterHCID 15346553—
SolventTetrahydrofuranHCID 8028—
ProductEthanethioic acid trans-(+/-)-S-[tetrahydro-5-[[(phenylmethoxy)[(2,2,2-trichloroethoxy)carbonyl]amino]methyl]-3-furanyl] esterHCID 86752473200.3%

Reaction Steps

To a 0° C. solution, under argon, of 1.0 g of product from Example 6, 1.69 g of product from Example 70, 1.49 g of triphenylphosphine and 5.4 ml of tetrahydrofuran is added 0.988 g of diethyl azodicarboxylate in 1.4 ml of tetrahydrofuran. The reaction is stirred at room temperature for 48 hours, filtered and the filtrate concentrated in vacuo to give 5.18 g of thick oil. The oil is purified by chromatography (Silica Gel: 15-25% ethyl acetate/hexane) to give 0.805 g of the desired product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05750735
Source datasetuspto-grants-1998_05
ORD IDord-70e6722cf6684f6ea0871533a0ffa7ed
Source noteuspto-grants-1998_05