(2S,3R,4S)-2-[(tert-Butyloxycarbonyl)amino]-1-cyclohexyl-3,4-dihydroxy-6-methylheptane → HCID 4710, compound

HRID 1197503Notes

Reaction equation

HRID 1197503 reaction equation
C(OC([NH:8][C@H:9]([C@@H:17]([OH:24])[C@@H:18]([OH:23])[CH2:19][CH:20]([CH3:22])[CH3:21])[CH2:10][CH:11]1[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12]1)=O)(C)(C)C>Cl.C(O)C>[NH2:8][CH:9]([CH:17]([OH:24])[CH:18]([OH:23])[CH2:19][CH:20]([CH3:22])[CH3:21])[CH2:10][CH:11]1[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12]1

Participants

4

Reactant 1

HCID 9974740(2S,3R,4S)-2-[(tert-Butyloxycarbonyl)amino]-1-cyclohexyl-3,4-dihydroxy-6-methylheptane

Product 1

HCID 4710HCID 4710, compound

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 702EthanolSolvent

Procedure

(2S,3R,4S)-2-[(tert-Butyloxycarbonyl)amino]-1-cyclohexyl-3,4-dihydroxy-6-methylheptane (5.05 g, 14.7 mmol, Luly et al., J. Org. Chem. 1988, 53, 6109) was stirred for 90 min in 4M hydrochloric acid in ethanol and then evaporated. Ether was added and evaporated 3 times and the residue was dried under high vacuum. The title compound was used without further purification.

Workup

  1. customevaporated
  2. additionEther was added
  3. customevaporated 3 times
  4. customthe residue was dried under high vacuum
  5. customThe title compound was used without further purification

Sources & evidence

ORD record
ord-33aa4ab8a4134d38bc684a4195ba88d2
Source dataset
uspto-grants-1994_01
Patent number
US05275950

Reaction notes

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