Ammonium Chloride → HCID 86743542, compound

HRID 476559Notes

Reaction equation

[Na].[K].[CH2:3]([S:5][CH2:6][C@H:7]([CH3:16])[C@@H:8]([OH:15])[C@H:9]([NH:13]C)[C:10]([OH:12])=[O:11])C.O[C@H]([C@H](C)CSC)C(NC)C#N.[Cl-].[NH4+]>>[NH2:13][C@@H:9]([C@H:8]([OH:15])[C@H:7]([CH3:16])[CH2:6][S:5][CH3:3])[C:10]([OH:12])=[O:11]

Participants

Reactant 5

HCID 25517Ammonium Chloride

HCID 5360545Sodium2×

HCID 5462222Potassium

HCID 14347892HCID 14347892, compound

HCID 22841179HCID 22841179, compound

Product 1

HCID 86743542HCID 86743542, compound

Procedure

For example, when sodium (or potassium) ethylmercaptide was used in place of the sodium methylmercaptide in Step A, one obtained (2S,3R,4R)-5-(ethylthio)-3-hydroxy-4-methyl-2-(methylamino)-pentanoic acid. Likewise, when the methylamine hydrochloride of Step H was replaced by ammonium chloride, (2S,3R,4S)-2-amino-3-hydroxy- 4-methyl-5-(methylthio)-pentanoic acid was obtained, and when ethylamine hydrochloride was used, (2A,3R,4S)-2-(ethylamino)-3-hydroxy-4-methyl-5-(methylthio) pentanoic acid was obatined.

Sources & evidence

ORD record: ord-d197b704d8304f639eb97f662b250060
Source dataset: uspto-grants-1989_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04885276

Reaction notes

Loading…