Hydrochloric Acid → 2(S)-Amino-3-(2-benzyloxy-5-iodophenyl)propionic acid hydrochloride

HRID 269599Notes

Reaction equation

HRID 269599 reaction equation
[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([I:15])=[CH:11][C:10]=1[CH2:16][C@H:17]([NH:21]C(OC(C)(C)C)=O)[C:18]([OH:20])=[O:19])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[ClH:29]>O1CCOCC1>[ClH:29].[NH2:21][C@@H:17]([CH2:16][C:10]1[CH:11]=[C:12]([I:15])[CH:13]=[CH:14][C:9]=1[O:8][CH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)[C:18]([OH:20])=[O:19]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 587541472-(benzyloxy)-N-(tert-butoxycarbonyl)-5-iodo-L-phenylalanine

Product 1

HCID 574636092(S)-Amino-3-(2-benzyloxy-5-iodophenyl)propionic acid hydrochloride

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

12 g (24.13 mmol) of 3-(2-benzyloxy-5-iodophenyl)-2(S)-tert-butoxycarbonylaminopropionic acid (Example (−)-6A) are added under argon into 60 ml of a 4M solution of hydrogen chloride in dioxane and stirred at RT for 2 h. The reaction solution is concentrated and dried under high vacuum.

Workup

  1. concentrationThe reaction solution is concentrated
  2. customdried under high vacuum

Sources & evidence

ORD record
ord-f2bad4cca80741709dac5cd6b713c539
Source dataset
uspto-grants-2008_11
Patent number
US07446102B2

Reaction notes

Loading…