Hydrochloric Acid → HCID 86656463, compound

HRID 2040503Notes

Reaction equation

HRID 2040503 reaction equation
C(OC(NCC(ON1C(=O)CCC1=O)=O)=O)(C)(C)C.N[C@@H](CCSC)CS([O-])(=O)=O.[Na+].C(OC([NH:39][CH2:40][C:41]([NH:43][C@@H:44]([CH2:50][CH2:51][S:52][CH3:53])[CH2:45][S:46]([OH:49])(=[O:48])=[O:47])=[O:42])=O)(C)(C)C.[ClH:54]>>[ClH:54].[NH2:39][CH2:40][C:41]([NH:43][C@@H:44]([CH2:50][CH2:51][S:52][CH3:53])[CH2:45][S:46]([OH:49])(=[O:47])=[O:48])=[O:42]

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 76926N-(tert-Butyloxycarbonyl)glycine N-hydroxysuccinimide esterHCID 58388311HCID 58388311, compoundHCID 86656464HCID 86656464, compound

Product 1

HCID 86656463HCID 86656463, compound

Procedure

(S)-2-(2-aminoacetamido)-4-(methylthio)butane-1-sulfonic acid hydrochloride was synthesized by coupling a 2,5-dioxopyrrolidin-1-yl 2-(tert-butoxycarbonylamino)acetate to sodium (S)-2-amino-4-(methylthio)butane-1-sulfonate in the presence of mild base. The resulting (S)-2-(2-(tert-butoxycarbonylamino)acetamido)-4-(methylthio)butane-1-sulfonic acid was deprotected in the presence of 6M HCl(aq.) to provide the desired product. (M+H)+=256.9.

Workup

  1. custom(S)-2-(2-aminoacetamido)-4-(methylthio)butane-1-sulfonic acid hydrochloride was synthesized

Sources & evidence

ORD record
ord-42998349f8a14f5fabed0bbdea6e8419
Source dataset
uspto-grants-2013_11
Patent number
US08580859B2

Reaction notes

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