Sodium cyanoborohydride → HCID 18605797, compound

HRID 1249266Notes

Reaction equation

HRID 1249266 reaction equation
Cl.[NH2:2][C@H:3]1[CH2:9][CH2:8][CH2:7][CH2:6][N:5]([CH2:10][C:11]([OH:13])=[O:12])[C:4]1=[O:14].O=[C:16]([CH2:22][CH2:23][CH2:24][C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1)[C:17]([O:19][CH2:20][CH3:21])=[O:18].C([BH3-])#N.[Na+]>C(N(CC)CC)C>[C:11]([CH2:10][N:5]1[CH2:6][CH2:7][CH2:8][CH2:9][C@H:3]([NH:2][CH:16]([C:17]([O:19][CH2:20][CH3:21])=[O:18])[CH2:22][CH2:23][CH2:24][C:25]2[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=2)[C:4]1=[O:14])([OH:13])=[O:12]

Participants

5

Reactant 3

HCID 5003444Sodium cyanoborohydrideHCID 11543093HCID 11543093, compoundHCID 18605799HCID 18605799, compound

Product 1

HCID 18605797HCID 18605797, compound

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

React 1.08 g 3-(S)-amino-1-carboxymethylperhydroazepin-2-one hydrochloride, 5.3 g ethyl 2-oxo-5-phenylpentanoate, 0.49 g triethylamine and 630 mg sodium cyanoborohydride as described in Example 2. Purify the crude product by chromatography on LH 20 and isolate the desired ester.

Workup

  1. customPurify the crude product by chromatography on LH 20

Sources & evidence

ORD record
ord-916b8f1f8eae465da028b3602a398acd
Source dataset
uspto-grants-1986_12
Patent number
US04629787

Reaction notes

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