(3S,4S)-4-t-Butoxycarbonylamino-3-hydroxy-6-methylheptanol → HCID 178445972, compound

HRID 464903Notes

Reaction equation

HRID 464903 reaction equation
[CH2:1]([O:8][C:9]([NH:11][C@H:12]([C:24]([NH:26][C@H:27]([C:34]([NH:36]N)=[O:35])[CH2:28][C:29]1[N:33]=[CH:32][NH:31][CH:30]=1)=[O:25])[CH2:13][C:14]1[C:23]2[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=2)[CH:17]=[CH:16][CH:15]=1)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(OC(N[C@@H:46]([CH2:52][CH:53]([CH3:55])[CH3:54])[C@@H:47]([OH:51])[CH2:48][CH2:49][OH:50])=O)(C)(C)C>>[CH2:1]([O:8][C:9]([NH:11][C@H:12]([C:24]([NH:26][C@H:27]([C:34]([NH:36][C@@H:46]([CH2:52][CH:53]([CH3:55])[CH3:54])[C@@H:47]([OH:51])[CH2:48][CH2:49][OH:50])=[O:35])[CH2:28][C:29]1[N:33]=[CH:32][NH:31][CH:30]=1)=[O:25])[CH2:13][C:14]1[C:23]2[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=2)[CH:17]=[CH:16][CH:15]=1)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 13875364(3S,4S)-4-t-Butoxycarbonylamino-3-hydroxy-6-methylheptanolHCID 178514450HCID 178514450, compound

Product 1

HCID 178445972HCID 178445972, compound

Procedure

The procedure described in Example 12(c) was repeated, but using 125 mg. (0.25 mmole) of N-benzyloxycarbonyl-3-(1-naphthyl)-L-alanyl-L-histidine hydrazide and 65 mg. (0.25 mmole) of the alcohol prepared as described in (a) above. There were obtained 42 mg. of the desired compound as a white powdery solid, melting at 196°-198° C.; [α]24 -57.8° (C=0.5, methanol).

Workup

  1. customThere were obtained 42 mg

Sources & evidence

ORD record
ord-bb4a5f289f624683bbb1de4f5637c944
Source dataset
uspto-grants-1985_10
Patent number
US04548926

Reaction notes

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