Hydrochloric Acid → HCID 69829492, compound

HRID 2084363Notes

Reaction equation

HRID 2084363 reaction equation
[CH2:1]([O:8][CH2:9][C@@H:10]([OH:14])[CH2:11][C:12]#[N:13])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl.CO[CH:18](OC)[CH2:19][NH2:20]>CCOCC>[CH2:1]([O:8][CH2:9][C@@H:10]([OH:14])[CH2:11][C:12]1[NH:13][CH:18]=[CH:19][N:20]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 89728Aminoacetaldehyde dimethyl acetalHCID 15965801HCID 15965801, compound

Product 1

HCID 69829492HCID 69829492, compoundYield 28.1%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

Using (3S)-4-(benzyloxy)-3-hydroxybutyronitrile (6.51 g), a 5.12 N solution of hydrogen chloride in ether (7.0 ml), and aminoacetaldehyde dimethyl acetal (3.58 g), the same reaction as Reference Example 6 was carried out to yield the titled compound (2.22 g) as a light-brown oily substance.

Sources & evidence

ORD record
ord-5d8bbdf7a05b42eabaaecf418ca3db77
Source dataset
uspto-grants-2004_04
Patent number
US06716863B2

Reaction notes

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