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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 648423Generated: October 27, 2026

Dichloromethane → Boc-Ser-Gln

https://huagongshe.com/reaction/648423

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
ReactantDicyclohexylcarbodiimideHCID 10868—
ReactantL-Glutamine, N2-((1,1-dimethylethoxy)carbonyl)-HCID 83687—
ReactantN-[tert-butoxycarbonyl]-L-serineHCID 98766—
SolventAcetic AcidHCID 176—
ProductBoc-Ser-GlnHCID 131713568—

Reaction Steps

2 g of the Boc-Gln Resin obtained in Step 4 is put in 160 ml of acetic acid and allowed to stand for 6 hours at room temperature. The mixture is filtered with a glass filter. The cake is put in 160 ml of acetic acid, agitated and filtered. This operation is repeated three times. Then, the cake is agitated in 160 ml of 1N aqueous HCl/acetic acid at room temperature for half an hour to remove the Boc group from the resin. The resulting product is filtered off, washed with three portions of each of acetic acid, ethanol and dimethylformamide successively, and agitated in 160 ml of a 10% by weight solution of triethylamine in dimethylformamide to effect neutralization reaction. The resulting product is filtered off and washed with each of dimethylformamide and methylene chloride. The product is immersed in a solution made by adding 2 mmol of Boc-serine (Bzl) to 12 ml of methylene chloride, and agitated. Ten minutes later, a solution made by adding 20 mmol of dicyclohexyl carbodiimide to 60 ml of methylene chloride is added to the mixture and agitated at room temperature for 2 hours to effect coupling reaction. The resulting product is filtered off and washed with each of methylene chloride and ethanol.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUSRE032637
Source datasetuspto-grants-1988_04
ORD IDord-0d10b7acdb8b42e5b7b939e01603237f
Source noteuspto-grants-1988_04