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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 454419Generated: October 27, 2026

1,3-Propanediol → HCID 58313061, compound

https://huagongshe.com/reaction/454419

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,3-PropanediolHCID 10442—
Reactant1-Benzyl 2-methyl (2S)-4-oxopyrrolidine-1,2-dicarboxylateHCID 11594288—
Reactantmethyl (3S,7S,9S)-7,9-dimethyl-2-{N-[(methyloxy)carbonyl]-L-valyl}-6,10-dioxa-2-azaspiro[4.5]decane-3-carboxylateHCID 58313150—
ProductHCID 58313061HCID 5831306184.3%

Reaction Steps

3-Methyl 2-(phenylmethyl) (3S)-6,10-dioxa-2-azaspiro[4.5]decane-2,3-dicarboxylate (Intermediate 24) (1.02 g, yield 84%) was prepared from 2-methyl 1-(phenylmethyl) (2S)-4-oxo-1,2-pyrrolidinedicarboxylate (1.0 g, 3.61 mmol) and 1,3-propanediol (0.55 g, 7.21 mmol) following the similar procedure outlined in the preparation of Intermediate 14 1H NMR (400 MHz, CHLOROFORM-d) δ ppm 7.05-7.61 (m, 5H) 4.91-5.25 (m, 2H) 4.29-4.68 (m, 1H) 3.75-4.07 (m, 5H) 3.38-3.75 (m, 4H) 2.25-2.67 (m, 2H) 1.51-2.00 (m, 1H). ES LC-MS m/z=336.6 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08492554B2
Source datasetuspto-grants-2013_07
ORD IDord-0ee24e80e9114507b229e1f6c11d458c
Source noteuspto-grants-2013_07