HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1386021Generated: October 30, 2026
Sodium Cyanide → tert-butyl (2R)-2-(cyanomethyl)pyrrolidine-1-carboxylate
https://huagongshe.com/reaction/1386021
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Cyanide | HCID 8929 | — |
| Reactant | (R)-2-Methanesulfonyloxy-methyl-pyrrolidine-1-carboxylic acid, tert-butyl ester | HCID 86757172 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | tert-butyl (2R)-2-(cyanomethyl)pyrrolidine-1-carboxylate | HCID 10727173 | 30% |
Reaction Steps
To a solution of (R)-2-methanesulfonyloxy-methyl-pyrrolidine-1-carboxylic acid, tert-butyl ester (D3) (90 g, 0.32 mol) in DMF (1200 ml) was added sodium cyanide (24 g, 0.49 mol). Heated to 60° C. overnight. Reaction mixture was concentrated and partitioned between water and ether. The organic phase was dried and concentrated to give the title compound (18 g, 30%) (M-Boc) 110.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06265408B1 |
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| Source dataset | uspto-grants-2001_07 |
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| ORD ID | ord-e9d3ce2b88874421a88b078b734a74b2 |
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| Source note | uspto-grants-2001_07 |
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