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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 618587Generated: October 30, 2026

Lithium Bromide → (13E)-10-[(3-chloro-4-methoxyphenyl)methyl]-6-methyl-3-(2-methylpropyl)-16-[1-(3-phenyloxiran-2-yl)ethyl]-1,4-dioxa-8,11-diazacyclohexadec-13-ene-2,5,9,12-tetrone

https://huagongshe.com/reaction/618587

Reaction equation

Participants

RoleNameHCIDCharge
ReactantLithium BromideHCID 82050—
ReactantCryptophycin 8HCID 9918016—
SolventAcetoneHCID 180—
Product(13E)-10-[(3-chloro-4-methoxyphenyl)methyl]-6-methyl-3-(2-methylpropyl)-16-[1-(3-phenyloxiran-2-yl)ethyl]-1,4-dioxa-8,11-diazacyclohexadec-13-ene-2,5,9,12-tetroneHCID 546828722.2%

Reaction Conditions

Temperature90 °C

Reaction Steps

To a solution of Cryptophycin 8 (20 mg) in 1.0 mL of dry acetone(distilled from K2CO3) was added 20 mg of LiBr. The mixture was stirred for 24 h at 90° C. After cooling to room temperature, the solvent was evaporated and the residue was subjected to normal-phase HPLC using 50/50 EtOAc/hexane to give Cryptophycin 25 (5.2 mg) and Cryptophycin 37 (4.2 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05952298
Source datasetuspto-grants-1999_09
ORD IDord-f54e6d164ebd48e185f3b5e515a55ef2
Source noteuspto-grants-1999_09