Butyl chloroformate → HCID 86680899, compound

HRID 2042956Notes

Reaction equation

HRID 2042956 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C@H:8]2[C@H:13]([OH:14])[C@@H:12]([OH:15])[C@H:11]([OH:16])[C@@H:10]([CH2:17][OH:18])[O:9]2)=[CH:4][C:3]=1[CH2:19][C:20]1[S:21][C:22]([C:25]2[CH:29]=[CH:28][S:27][CH:26]=2)=[CH:23][N:24]=1.Cl[C:31]([O:33][CH2:34][CH2:35][CH2:36][CH3:37])=[O:32]>N1C(C)=CC=CC=1C>[C:31](=[O:32])([O:18][CH2:17][C@@H:10]1[C@@H:11]([OH:16])[C@H:12]([OH:15])[C@@H:13]([OH:14])[C@H:8]([C:5]2[CH:6]=[CH:7][C:2]([Cl:1])=[C:3]([CH2:19][C:20]3[S:21][C:22]([C:25]4[CH:29]=[CH:28][S:27][CH:26]=4)=[CH:23][N:24]=3)[CH:4]=2)[O:9]1)[O:33][CH2:34][CH2:35][CH2:36][CH3:37]

Participants

4

Reactant 2

HCID 61140Butyl chloroformateHCID 51346777HCID 51346777, compound

Product 1

HCID 86680899HCID 86680899, compoundYield 50.5%

Reagents, catalysts & solvents 1

HCID 79372,6-LutidineSolvent

Procedure

To a solution of 48 (200 mg, 0.44 mmol) in 2,6-lutidine (2.0 ml) was added butyl chloroformate (73 μl, 0.57 mmol) at 0° C. and stirred at room temperature for 2 h. The crude product was purified by prep HPLC (C18) to provide the titled compound (123 mg, 50%).

Workup

  1. customThe crude product was purified by prep HPLC (C18)

Sources & evidence

ORD record
ord-7c0aeb1ddb35417f815f65ee12ae75bb
Source dataset
uspto-grants-2013_11
Patent number
US08586550B2

Reaction notes

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