HCID 59382849, compound → HCID 59201361, compound

HRID 451864Notes

Reaction equation

[Si]([O:8][CH:9]1[CH2:14][CH2:13][CH:12]([CH2:15][C@H:16]([NH:30]C(=O)OC(C)(C)C)[CH2:17][N:18]([CH3:29])[C:19]([O:21][CH2:22][C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)=[O:20])[CH2:11][CH2:10]1)(C(C)(C)C)(C)C>Cl.CO>[NH2:30][C@@H:16]([CH2:15][CH:12]1[CH2:13][CH2:14][CH:9]([OH:8])[CH2:10][CH2:11]1)[CH2:17][N:18]([CH3:29])[C:19](=[O:20])[O:21][CH2:22][C:23]1[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=1

Participants

Conditions

Temperature: 30 °C

Procedure

(S)-tert-butyl 1-(4-(tert-butyldimethylsilyloxy)cyclohexyl)-3-(N-methyl-N-(benzyloxycarbonyl)amino)propan-2-ylcarbamate (1.2 g, 2.25 mmol) was dissolved in 2 M HCl MeOH (10 mL) and stirred at 30° C. for 1 hr. The solvent was removed to give the crude (S)-benzyl 2-amino-3-(4-hydroxycyclohexyl)propyl(methyl)carbamate which was used for next step directly.

Workup

customThe solvent was removed

Sources & evidence

ORD record: ord-2629c6bd89ee4dd99a96bd67853d88e3
Source dataset: uspto-grants-2013_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08487108B2

Reaction notes

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