HuagongsheHuagongshe Chemistry Print Report · For research reference only
Chloromethyl Methyl Ether → 4-[N-benzyl-N-(2-methoxymethoxycarbonyl-1-methylethyl)aminoacetyl]-7-benzyloxyindole-2-carboxylic acid methoxymethyl ester acetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Chloromethyl Methyl Ether | HCID 7864 | — |
| Reactant | HOAc dioxane | HCID 22565020 | — |
| Reactant | 4-[N-benzyl-N-(2-carboxy-1-methylethyl)aminoacetyl]-7-benzyloxyindole-2-carboxylic acid hydrochloride | HCID 70381925 | — |
| Product | 4-[N-benzyl-N-(2-methoxymethoxycarbonyl-1-methylethyl)aminoacetyl]-7-benzyloxyindole-2-carboxylic acid methoxymethyl ester acetate | HCID 70381294 | — |
Reaction Steps
Under the conditions of Example 21(A), 5 g of 4-[N-benzyl-N-(2-carboxy-1-methylethyl)aminoacetyl]-7-benzyloxyindole-2-carboxylic acid hydrochloride is reacted with 1.6 g of chloromethylmethyl ether and worked up. Treatment of the crude product with dioxane/acetic acid yields 4.2 g of 4-[N-benzyl-N-(2-methoxymethoxycarbonyl-1-methylethyl)aminoacetyl]-7-benzyloxyindole-2-carboxylic acid methoxymethyl ester acetate, decomposition point 118°-122° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04835175 |
| Source dataset | uspto-grants-1989_05 |
| ORD ID | ord-ce23bcd3fe144526bb79bd3d3c506d84 |
| Source note | uspto-grants-1989_05 |