Hydrochloric Acid → HCID 57513083, compound

HRID 2071108Notes

Reaction equation

HRID 2071108 reaction equation
N[C@H](CO)C(O)=O.CC1N=C([C@H]2CSCN2)SC=1.[CH3:19][C:20]1[N:21]=[C:22]([C@H:25]2[CH2:29][O:28][CH2:27][N:26]2C(OC(C)(C)C)=O)[S:23][CH:24]=1.Cl>O1CCOCC1>[CH3:19][C:20]1[N:21]=[C:22]([C@H:25]2[CH2:29][O:28][CH2:27][NH:26]2)[S:23][CH:24]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 71077D-SerineHCID 59570833HCID 59570833, compoundHCID 68672051HCID 68672051, compound

Product 1

HCID 57513083HCID 57513083, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

Methyl thiazole-D-oxaproline (R)-4-(4-methylthiazol-2-yl)oxazolidine was made from (R)-2-amino-3-hydroxypropanoic acid (Aldrich), following similar procedure described for the synthesis of (R)-4-methyl-2-(thiazolidin-4-yl)thiazole. The intermediate (R)-tert-butyl 4-(4-methylthiazol-2-yl)oxazolidine-3-carboxylate was deprotected using 4N HCl in 1,4-dioxane (20 min) and the desired product was used for the next step without further purification.

Workup

  1. customthe desired product was used for the next step without further purification

Sources & evidence

ORD record
ord-118eebbfd0a248d69e1951179e717fc8
Source dataset
uspto-grants-2012_10
Patent number
US08299267B2

Reaction notes

Loading…