Carbamate → HCID 68544451, compound

HRID 2243504Notes

Reaction equation

C(=O)([O-])N.Cl[C:6]([O:8][CH3:9])=[O:7].[CH3:10][O:11][C:12]([C:14]1[S:33][C:17]2[C:18]3[CH:19]=[CH:20][CH:21]=[C:22]([NH:25][CH2:26][CH:27]4[CH2:32][CH2:31][CH2:30][CH2:29][CH2:28]4)[C:23]=3[S:24][C:16]=2[C:15]=1[O:34][CH2:35][C:36]([O:38][CH2:39][CH3:40])=[O:37])=[O:13]>>[CH3:10][O:11][C:12]([C:14]1[S:33][C:17]2[C:18]3[CH:19]=[CH:20][CH:21]=[C:22]([N:25]([CH2:26][CH:27]4[CH2:32][CH2:31][CH2:30][CH2:29][CH2:28]4)[C:6]([O:8][CH3:9])=[O:7])[C:23]=3[S:24][C:16]=2[C:15]=1[O:34][CH2:35][C:36]([O:38][CH2:39][CH3:40])=[O:37])=[O:13]

Participants

Reactant 3

HCID 276Carbamate

HCID 6586Methyl chloroformate

HCID 68548829HCID 68548829, compound

Product 1

HCID 68544451HCID 68544451, compoundYield 63.7%

Procedure

Step B Carbamate Formation: Addition of methyl chloroformate (0.05 mL, 0.65 mmol) to 7-(Cyclohexylmethyl-amino)-1-ethoxycarbonylmethoxy-3,8-dithia-cyclopenta[a]indene-2-carboxylic acid methyl ester (60 mg, 0.13 mmol) was carried out following a procedure similar to that delineated in Step B, Example 27, affording 43 mg of 7-(Cyclohexylmethyl-methoxycarbonyl-amino)-1-ethoxycarbonylmethoxy-3,8-dithia-cyclopenta[a]indene-2-carboxylic acid methyl ester (63% yield).

Sources & evidence

ORD record: ord-320d43a5502347358a529446d2117617
Source dataset: uspto-grants-2010_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07674822B2

Reaction notes

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