Triethylamine → HCID 86709308, compound

HRID 1478391Notes

Reaction equation

HRID 1478391 reaction equation
[N:1]1([CH2:7][C:8]2[CH:17]=[CH:16][C:15]3[C:10](=[CH:11][CH:12]=[C:13]([O:18][C:19]4[CH:24]=[CH:23][C:22]([C:25]5[NH:29][N:28]=[CH:27][CH:26]=5)=[CH:21][CH:20]=4)[CH:14]=3)[N:9]=2)[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.[C:30](O)(=[O:34])[C@H:31]([CH3:33])[OH:32].C(N(CC)CC)C.CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.[B-](F)(F)(F)F>C(Cl)Cl>[OH:32][C@@H:31]([CH3:33])[C:30]([N:4]1[CH2:5][CH2:6][N:1]([CH2:7][C:8]2[CH:17]=[CH:16][C:15]3[C:10](=[CH:11][CH:12]=[C:13]([O:18][C:19]4[CH:20]=[CH:21][C:22]([C:25]5[NH:29][N:28]=[CH:27][CH:26]=5)=[CH:23][CH:24]=4)[CH:14]=3)[N:9]=2)[CH2:2][CH2:3]1)=[O:34]

Participants

6

Reactant 4

HCID 8471TriethylamineHCID 107689L-Lactic AcidHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 86709306HCID 86709306, compound

Product 1

HCID 86709308HCID 86709308, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A stirred suspension of intermediate F (35.0 mg, 0.076 mmol) in DCM (2.00 mL) is treated with L-(+)-lactic acid (17.2 mg, 0.191 mmol), triethylamine (53 mL, 0.382 mmol) and TBTU (30.7 mg, 0.095 mmol). After 72 h, the mixture is concentrated and purified using silica gel flash chromatography (0-10% MeOH in DCM) to afford the title compound (13).

Workup

  1. concentrationthe mixture is concentrated
  2. custompurified

Sources & evidence

ORD record
ord-9c16b221a6ab44aeb9d775a929c2e178
Source dataset
uspto-grants-2016_08
Patent number
US09403830B2

Reaction notes

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