(S)-1-(6-Benzyloxyindazol-1-yl)-propan-2-ol → 1-((S)-2-Azidopropyl)-1,7,8,9-tetrahydro-pyrano[2,3-g]indazol-8-ol

HRID 2121886Notes

Reaction equation

HRID 2121886 reaction equation
[N:1]([C@@H:4]([CH3:25])[CH2:5][N:6]1[C:14]2[C:9](=[CH:10][CH:11]=[C:12]3[O:18][CH2:17][CH:16]([O:19]C(OCC)C)[CH2:15][C:13]3=2)[CH:8]=[N:7]1)=[N+:2]=[N-:3].C(OC1C=C2C(C=NN2C[C@@H](O)C)=CC=1)C1C=CC=CC=1>>[N:1]([C@@H:4]([CH3:25])[CH2:5][N:6]1[C:14]2[C:9](=[CH:10][CH:11]=[C:12]3[O:18][CH2:17][CH:16]([OH:19])[CH2:15][C:13]3=2)[CH:8]=[N:7]1)=[N+:2]=[N-:3]

Participants

3

Reactant 2

HCID 11659201(S)-1-(6-Benzyloxyindazol-1-yl)-propan-2-olHCID 867596531-((S)-2-azidopropyl)-8-(1-ethoxyethoxy)-1,7,8,9-tetrahydro-pyrano[2,3-g]indazole

Product 1

HCID 867596521-((S)-2-Azidopropyl)-1,7,8,9-tetrahydro-pyrano[2,3-g]indazol-8-ol

Procedure

This compound was synthesized by following the procedure described in Example 2, Step I but using 1-((S)-2-azidopropyl)-8-(1-ethoxyethoxy)-1,7,8,9-tetrahydropyrano[2,3-g]indazole, which was prepared from (S)-1-(6-benzyloxyindazol-1-yl)-propan-2-ol instead of (R)-1-(6-benzyloxyindazol-1-yl)-propan-2-ol as described: oil (0.45 g, 79%); LC/MS (+APCI) m/z 274 (M+H).

Workup

  1. customThis compound was synthesized

Sources & evidence

ORD record
ord-13f036c6390244eeaad69a3ce9e628af
Source dataset
uspto-grants-2004_02
Patent number
US06696476B2

Reaction notes

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