Allyl bromide → HCID 136341174, compound

HRID 846283Notes

Reaction equation

[CH2:1]([S:4][C:5]1[N:6]([C:16]2[N:17]=[C:18]([NH2:24])[NH:19][C:20](=[O:23])[C:21]=2[N:22]=1)[C@@H:7]1[O:15][C@H:12]([CH2:13][OH:14])[C@@H:10]([OH:11])[C@H:8]1[OH:9])[CH:2]=[CH2:3].[CH2:25](Br)C=C>>[CH2:1]([S:4][C:5]1[N:6]([C:16]2[N:17]=[C:18]([NH2:24])[NH:19][C:20](=[O:23])[C:21]=2[N:22]=1)[C@@H:7]1[O:15][C@H:12]([CH2:13][OH:14])[C@@H:10]([OH:11])[C@H:8]1[OH:9])[CH:2]=[CH:3][CH3:25]

Participants

Reactant 2

HCID 7841Allyl bromide

HCID 135430562HCID 135430562, compound

Product 1

HCID 136341174HCID 136341174, compoundYield 48%

Procedure

Following the first procedure for the preparation of 8-(2-propenylmercapto)guanosine (Example 9), but substituting 2-butenyl chloride for allyl bromide, the title compound was obtained in 48 percent yield as a white powder, mp 210° C. (decomp.). NMR (DMSO-d6): δ 6.3 (bs, 2H); 5.6 (d, J=5 Hz, 1H); 1.6 (d, J=6 Hz, 3H). IR (KBr): 1690, 1630, 1600, 1510 and 1365 cm-1.

Sources & evidence

ORD record: ord-2076b55eb83f4579b655998804657e56
Source dataset: uspto-grants-1992_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05136030

Reaction notes

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