2,3-Dihydro-1,4-benzodioxin-6-carbaldehyde → HCID 178488274, compound

HRID 1012917Notes

Reaction equation

[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]2[S:10][CH:9]=[N:8][C:7]=2[CH:11]=1.C(O[C:17](=O)[NH:18][C@H:19]1[CH2:24][CH2:23][C@H:22]([C:25](=[O:30])N(OC)C)[CH2:21][CH2:20]1)(C)(C)C.[O:32]1[C:37]2[CH:38]=[CH:39][C:40](C=O)=[CH:41][C:36]=2[O:35][CH2:34][CH2:33]1>>[O:32]1[C:37]2[CH:38]=[CH:39][C:40]([CH2:17][NH:18][C@H:19]3[CH2:20][CH2:21][C@H:22]([C:25]([C:9]4[S:10][C:6]5[CH:5]=[CH:4][C:3]([O:2][CH3:1])=[CH:11][C:7]=5[N:8]=4)=[O:30])[CH2:23][CH2:24]3)=[CH:41][C:36]=2[O:35][CH2:34][CH2:33]1

Participants

Reactant 3

HCID 2481272,3-Dihydro-1,4-benzodioxin-6-carbaldehyde

HCID 124222005-Methoxybenzothiazole

HCID 178502731HCID 178502731, compound

Product 1

HCID 178488274HCID 178488274, compound

Procedure

Using 5-methoxy-benzothiazole (5 mmol; Tetrahedron (1997), 53, 17029), [trans-4-(methoxy-methyl-carbamoyl)-cyclohexyl]-carbamic acid tert-butyl ester (2.5 mmol) and 2,3-dihydro-benzo[1,4]dioxine-6-carbaldehyde (0.3 mmol) according to the same protocol as that described for example 1, steps 1.a to 1.c, the title compound was obtained as a yellowish solid (92 mg).

Sources & evidence

ORD record: ord-8db9d42dd38c474c8370d026c2238a8c
Source dataset: uspto-grants-2011_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07981886B2

Reaction notes

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