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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1174173Generated: November 1, 2026

Trifluoroacetic acid → HCID 91566627, compound

https://huagongshe.com/reaction/1174173

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantDiisopropylethylamineHCID 81531—
Reactant3-(Diethoxyphosphoryloxy)-1,2,3-benzotriazin-4(3H)-oneHCID 4293995—
ReactantN-(Methoxycarbonyl)-L-tert-leucineHCID 11263950—
ReactantHCID 90702565HCID 90702565—
SolventDichloromethaneHCID 6344—
SolventTetrahydrofuranHCID 8028—
ProductHCID 91566627HCID 9156662740.9%

Reaction Conditions

Temperature25 °C

Reaction Steps

A solution containing the product from Example 24A (0.129 g, 0.17 mmol) in dichloromethane (0.8 mL) was treated with trifluoroacetic acid (0.8 mL), stirred at 25° C. for 1 hour and concentrated. A solution of the residue (0.17 mmol) in THF (1.8 mL) was treated with the product from Example 1F (0.033g, 0.17 mmol), DEPBT (0.077 g, 0.26 mmol), and N,N-diisopropylethylamine (0.30 mL, 1.72 mmol), stirred at 25° C. for 18 hours, and partitioned between ethyl acetate and 10% Na2CO3 solution. The organic phase was washed with additional 10% Na2CO3 solution and brine, dried over MgSO4, filtered and concentrated. The residue was chromatographed on silica gel eluting with 0-5% methanol/ethyl acetate to give the title compound (0.057 g, 40% yield). 1H NMR (300 MHz, DMSO-d6), δ ppm 0.85 (d, J=1.10 Hz, 18 H), 1.55 (m, 2 H), 2.43 (m, 5 H), 2.72 (m, 4 H), 2.95 (m, 1 H), 3.19(m, 1 H), 3.58 (m, 4 H), 3.93 (d, J=9.56 Hz, 1 H), 3.99 (s, 1 H), 4.28 (m, 4 H), 4.84 (d, J=5.52 Hz, 1 H), 6.82 (d, J=9.93 Hz, 1 H), 6.97 (d, J=7.72 Hz, 1 H), 7.16 (m, 8 H), 7.29 (m, 1 H), 7.52 (d, J=8.82 Hz, 1 H), 7.61 (t, J=7.72 Hz, 1 H), 7.79 (m, 4 H), 7.95 (d, J=8.82 Hz, 1 H), 8.61 (d, J=4.78 Hz, 1 H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07834043B2
Source datasetuspto-grants-2010_11
ORD IDord-fa3c1652b7004775ad537762418113c2
Source noteuspto-grants-2010_11