HCID 178419549, compound → HCID 178511401, compound

HRID 1420135Notes

Reaction equation

HRID 1420135 reaction equation
Br.C([O:6][C:7](=[O:35])[CH:8]([NH:27]C(OC(C)(C)C)=O)[CH2:9][S:10](=[O:26])(=[O:25])[CH2:11][CH2:12][NH:13][C:14](=[NH:24])[CH2:15][O:16][CH2:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)(C)(C)C>Cl.O1CCOCC1>[NH2:27][CH:8]([CH2:9][S:10](=[O:26])(=[O:25])[CH2:11][CH2:12][NH:13][C:14](=[NH:24])[CH2:15][O:16][CH2:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)[C:7]([OH:35])=[O:6]

Participants

3

Reactant 1

HCID 178419549HCID 178419549, compound

Product 1

HCID 178511401HCID 178511401, compound

Reagents, catalysts & solvents 1

HCID 204431481,4-Dioxane hydrochlorideSolvent

Conditions

Temperature
65 °C

Procedure

t-Butyl-6-(2-benzyloxy-1-iminoethylamino)2-t-butoxycarbonylamino-4,4-dioxo-4-thiahexanoate hydrobromide (0.97 g) (prepared by a method analagous to that described in Example 1A from Intermediates A and 3B) was stirred in 4M HCl/dioxane (12 ml) at room temperature for 6 hours. The solvent was evaporated and the residual gum triturated with dry ether (20 ml). A white solid slowly formed on standing. The ether was decanted off and the very hygroscopic solid washed with fresh ether and dried in vacuo with warming to 65° C.

Workup

  1. customThe solvent was evaporated
  2. customthe residual gum triturated with dry ether (20 ml)
  3. customA white solid slowly formed
  4. customThe ether was decanted off
  5. washthe very hygroscopic solid washed with fresh ether
  6. customdried in vacuo

Sources & evidence

ORD record
ord-7748555fe9df49158e3c94b0e2c2db73
Source dataset
uspto-grants-1999_03
Patent number
US05889056

Reaction notes

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