Aluminium lithium hydride → HCID 12990936, compound

HRID 1828006Notes

Reaction equation

HRID 1828006 reaction equation
[O:1]([CH2:8][CH2:9][C:10]1[CH:18]=[CH:17][C:13]([C:14]([OH:16])=O)=[CH:12][CH:11]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[H-].[H-].[H-].[H-].[Li+].[Al+3].[N:25]([C@H:28]([CH2:32][C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1)[C:29]([O-:31])=[O:30])=[C:26]=[O:27].[N-]=C=O.COC(=O)[C@H](CC1C=CC=CC=1)N>>[O:1]([CH2:8][CH2:9][C:10]1[CH:11]=[CH:12][C:13]([CH2:14][O:16][C:26]([NH:25][CH:28]([CH2:32][C:33]2[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=2)[C:29]([OH:31])=[O:30])=[O:27])=[CH:17][CH:18]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 4

HCID 21226445Aluminium lithium hydrideHCID 22062792HCID 22062792, compoundHCID 86584107HCID 86584107, compoundHCID 86584108HCID 86584108, compound

Product 1

HCID 12990936HCID 12990936, compound

Procedure

4-(2-phenoxy-ethyl)-benzoic acid (387 mg) was further reduced with LiAlH4, condensed with (R)-2-isocyanato-3-phenyl-propionate of formula 5 and hydrolyzed as described for example in Example 1, Steps 2–4, to yield about 550 mg of 2-[4-(2-phenoxy-ethyl)-benzyloxycarbonylamino]-3-phenyl-propionic acid 73 mp. 150.2–152.4° C.

Sources & evidence

ORD record
ord-1d003050f3bb4e0db5fadaefe8b1f2d8
Source dataset
uspto-grants-2006_06
Patent number
US07056903B2

Reaction notes

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