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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2209634Generated: November 1, 2026

Trityl chloride → N-trityl-t-butyldimethylsilyloxy serine methyl ester

https://huagongshe.com/reaction/2209634

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrityl chlorideHCID 6456—
ReactantDiisopropylethylamineHCID 81531—
Reactantt-Butyldimethylsilyloxyserine methyl esterHCID 22856314—
SolventDichloromethaneHCID 6344—
ProductN-trityl-t-butyldimethylsilyloxy serine methyl esterHCID 22856313—

Reaction Conditions

Temperature25 °C

Reaction Steps

To t-butyldimethylsilyloxyserine methyl ester (27.5 g; 0.118 mol) dissolved in CH2Cl2 (125 ml) and diisopropylethylamine (25 ml; 0.14 mol) and cooled to 0° C. is added tritylchloride (33. g; 0.118 mol) portionwise over 2 minutes. The reaction is stirred for 4 hours at 25° C., diluted with CH2Cl2 and washed with H2O 3×. The organic phase is dried (MgSO4) and concentrated to dryness to give N-trityl-t-butyldimethylsilyloxy serine methyl ester as a tan solid which is used directly next Step C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05455260
Source datasetuspto-grants-1995_10
ORD IDord-20f63b641a6a40509ff4d8af94c81f94
Source noteuspto-grants-1995_10