Triethylamine → HCID 23635280, compound

HRID 1359931Notes

Reaction equation

HRID 1359931 reaction equation
[P:1]([Cl:15])(Cl)([O:3][C:4]1[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[CH:7]=[CH:6][CH:5]=1)=[O:2].Cl.[CH2:17]([O:19][C:20](=[O:24])[C@H:21]([CH3:23])[NH2:22])[CH3:18].CCN(CC)CC>C(Cl)Cl>[Cl:15][P:1]([NH:22][C@H:21]([C:20]([O:19][CH2:17][CH3:18])=[O:24])[CH3:23])([O:3][C:4]1[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[CH:7]=[CH:6][CH:5]=1)=[O:2]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 5756311-DichlorophosphoryloxynaphthaleneHCID 2724356L-Alanine, ethyl ester, hydrochloride (1:1)

Product 1

HCID 23635280HCID 23635280, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Following the procedure described for Example 1, step 2, treatment of a solution in DCM (0.144 M) of 1-naphthyl dichlorophosphate with L-alanine ethyl ester hydrochloride (1.0 eq.) and Et3N (2.0 eq.) provided the title compound as a colorless oil as a 1:1.1* mixture of diastereoisomers. 31P NMR (300 MHz, CDCl3) δ: 9.47 and 9.14*.

Sources & evidence

ORD record
ord-7ba21c1a7b934bf3b41ff8466da5e769
Source dataset
uspto-grants-2011_02
Patent number
US07879815B2

Reaction notes

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