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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1752639Generated: October 28, 2026

Hydrochloric Acid → HCID 86688739, compound

https://huagongshe.com/reaction/1752639

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantNitrateHCID 943—
ReactantBenzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphateHCID 151348—
ReactantHCID 56833630HCID 56833630—
ReactantHCID 86688740HCID 86688740—
SolventTetrahydrofuranHCID 8028—
ProductHCID 86688739HCID 8668873980%

Reaction Steps

TEA (0.5 ml) and BOP (0.84 mmol) are added to a solution of acid 6g (0.7 mmol) in THF. After 1 h, the nitrate of (S)-2-amino-3-nitroxypropionic acid (1.5 mmol) is added and it is stirred for a further 2 h at RT. Then it is concentrated and the residue is dissolved in 10% K2CO3, then it is filtered. The solution thus obtained is acidified to pH 2 with 2N HCl and the precipitate obtained is filtered and dried; yield 80%, m.p. 109° C. FT-IR cm−1: 3300 (ν N—H), 1734 (ν C—O), 1640 (ν C—O), 1520 (δ N—H), 1278 (ν C—N), 1595 (νasO—NO2), 865 (νsO—NO2). 1H NMR (400 MHz, CDCl3): δ 7.70 (d, 2H), 7.30 (m, 4H), 7.23 (m, 2H), 6.73 (s broad, 1H), 6.50 (s, 1H), 4.70 (m, 1H), 4.20 (m, 2H), 3.54 (s, 2H), 3.01 (s, 3H), 2.07 (s, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09162979B2
Source datasetuspto-grants-2015_10
ORD IDord-73933bbca458467ba2b00f4e987bbc9c
Source noteuspto-grants-2015_10