Borane → HCID 22628911, compound

HRID 277340Notes

Reaction equation

HRID 277340 reaction equation
[CH2:1]([CH:8]1[C:31](=O)[N:30]([CH3:33])[CH:29]([CH2:34][CH:35]([CH3:37])[CH3:36])[C:28](=[O:38])[O:27][CH:26]([CH3:39])[C:25](=O)[N:24]([CH3:41])[CH:23]([CH2:42][CH:43]([CH3:45])[CH3:44])[C:22](=[O:46])[O:21][CH:20]([CH2:47][C:48]2[CH:53]=[CH:52][CH:51]=[CH:50][CH:49]=2)[C:19](=O)[N:18]([CH3:55])[CH:17]([CH2:56][CH:57]([CH3:59])[CH3:58])[C:16](=[O:60])[O:15][CH:14]([CH3:61])[C:13](=O)[N:12]([CH3:63])[CH:11]([CH2:64][CH:65]([CH3:67])[CH3:66])[C:10](=[O:68])[O:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.B>C1COCC1>[CH2:47]([CH:20]1[CH2:19][N:18]([CH3:55])[CH:17]([CH2:56][CH:57]([CH3:59])[CH3:58])[C:16](=[O:60])[O:15][CH:14]([CH3:61])[CH2:13][N:12]([CH3:63])[CH:11]([CH2:64][CH:65]([CH3:67])[CH3:66])[C:10](=[O:68])[O:9][CH:8]([CH2:1][C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)[CH2:31][N:30]([CH3:33])[CH:29]([CH2:34][CH:35]([CH3:37])[CH3:36])[C:28](=[O:38])[O:27][CH:26]([CH3:39])[CH2:25][N:24]([CH3:41])[CH:23]([CH2:42][CH:43]([CH3:45])[CH3:44])[C:22](=[O:46])[O:21]1)[C:48]1[CH:49]=[CH:50][CH:51]=[CH:52][CH:53]=1

Participants

4

Reactant 2

HCID 6331BoraneHCID 22628886HCID 22628886, compound

Product 1

HCID 22628911HCID 22628911, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Similar to Example 1, 4.75 g (5 mmol) of PF 1022 in 10 ml of THF were reacted with 100 ml of a 1 M solution of borane and worked-up. Chromatography gave 0.75 g (17% of theory) of tetrareduction product 8,20-dibenzyl-5,11,17,23-tetraisobutyl-2,4,10,14,16,22-hexamethyl-1,7,13,19-tetraoxa-4,10,16,22-tetraazacyclotetracosan-6,12,18,24-tetraone as a light-yellow viscous oil.

Sources & evidence

ORD record
ord-7ec0bba78c1148959448e9628caeb4a6
Source dataset
uspto-grants-2002_03
Patent number
US06355615B1

Reaction notes

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