Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 338053Generated: October 30, 2026

Acetic Acid → 57103-69-2

https://huagongshe.com/reaction/338053

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantDiisopropylcarbodiimideHCID 12734—
ReactantHCID 5358230HCID 5358230—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
CatalystScandium(III) triflateHCID 2734571—
SolventDichloromethaneHCID 6344—
Product57103-69-2HCID 6443032—

Reaction Conditions

Temperature-8 °C

Reaction Steps

A mixture of maytansinol (6.00 mg, 0.01062 mmol), acetic acid (12.75 mg, 0.2124 mmol), Sc(OTf)3 (3.14 mg, 0.00637 mmol) and DMAP (3.89 mg, 0.03186 mmol) in CH2Cl2 (1 mL) was stirred for 0.5 h at −8° C. DIC (29.49 mg, 0.2337 mmol) was added dropwise. The mixture was stirred till completion, quenched with diluted HCl, extracted with CH2Cl2. The organic layer was washed with aq. NaHCO3, brine, and dried over anhydrous Na2SO4. The solvent was removed under reduced pressure. Chromatography (silica gel, CH2Cl2/MeOH 30:1) gave the desired product ansamitocin P1. LC-MS (M+Na+) calc.: 629.2. found: 629.3.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08889855B2
Source datasetuspto-grants-2014_11
ORD IDord-007d35ab15cf4b36b9b986d961eb92fe
Source noteuspto-grants-2014_11