Hydrochloric Acid → HCID 131735193, compound

HRID 624945Notes

Reaction equation

HRID 624945 reaction equation
[OH:1][CH:2]1[CH2:16][C:5]2([CH2:8][N:7](C(OC(C)(C)C)=O)[CH2:6]2)[O:4][CH2:3]1.OC1CC2(CCN(C(OC(C)(C)C)=O)C2)OC1.C(OC(N1CC(=O)C1)=O)(C)(C)C.[ClH:46]>O1CCOCC1>[ClH:46].[OH:1][CH:2]1[CH2:16][C:5]2([CH2:8][NH2+:7][CH2:6]2)[O:4][CH2:3]1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 15194043-Oxo-azetidine-1-carboxylic acid tert-butyl esterHCID 722077791-Oxa-7-azaspiro[4.4]nonane-7-carboxylic acid, 3-hydroxy-, 1,1-dimethylethyl esterHCID 722081605-Oxa-2-azaspiro[3.4]octane-2-carboxylic acid, 7-hydroxy-, 1,1-dimethylethyl ester

Product 1

HCID 131735193HCID 131735193, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

In analogy to the procedure described in Example 82 a), tert-butyl 7-hydroxy-5-oxa-2-azaspiro[3.4]octane-2-carboxylate (which can be prepared in analogy to tert-butyl 3-hydroxy-1-oxa-7-azaspiro[4.4]nonane-7-carboxylate (CAN 1331825-50-3) starting from 3-oxoazetidine-1-carboxylic acid tert-butyl ester (CAN 398489-26-4) as described in A. I. Moskalenko et al., Russian Journal of Organic Chemistry, 47(7), 1091-1096; 2011) was treated with a 4 M solution of HCl in dioxane to give the title compound as colorless solid which was sufficiently pure to be used in the next step; MS (EI): m/e=130.2 [(M-Cl)H+].

Sources & evidence

ORD record
ord-b85449afac2641e785ffb5c88928f0fd
Source dataset
uspto-grants-2016_04
Patent number
US09303012B2

Reaction notes

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