9-[2-allyloxycarbonylamino-3-(4-methoxy-benzylsulfanyl)-propionyloxymethyl]-6-(tert-butyl-dimethyl-silanyloxy)-5-methoxy-4-methyl-6,9-dihydro-7H-[1,3]dioxolo[4,5-h]isoquinoline-8-carboxylic acid tert-butyl ester

Base Information

Chemical Name:9-[2-allyloxycarbonylamino-3-(4-methoxy-benzylsulfanyl)-propionyloxymethyl]-6-(tert-butyl-dimethyl-silanyloxy)-5-methoxy-4-methyl-6,9-dihydro-7H-[1,3]dioxolo[4,5-h]isoquinoline-8-carboxylic acid tert-butyl ester
CAS No.:398143-00-5
Molecular Formula:C₃₉H₅₆N₂O₁₁SSi
Molecular Weight:789.032
Hs Code.:

9-[2-allyloxycarbonylamino-3-(4-methoxy-benzylsulfanyl)-propionyloxymethyl]-6-(<i>tert</i>-butyl-dimethyl-silanyloxy)-5-methoxy-4-methyl-6,9-dihydro-7<i>H</i>-[1,3]dioxolo[4,5-<i>h</i>]isoquinoline-8-carboxylic acid <i>tert</i>-butyl ester

Synonyms:9-[2-allyloxycarbonylamino-3-(4-methoxy-benzylsulfanyl)-propionyloxymethyl]-6-(tert-butyl-dimethyl-silanyloxy)-5-methoxy-4-methyl-6,9-dihydro-7H-[1,3]dioxolo[4,5-h]isoquinoline-8-carboxylic acid tert-butyl ester

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Chemical Property of 9-[2-allyloxycarbonylamino-3-(4-methoxy-benzylsulfanyl)-propionyloxymethyl]-6-(tert-butyl-dimethyl-silanyloxy)-5-methoxy-4-methyl-6,9-dihydro-7H-[1,3]dioxolo[4,5-h]isoquinoline-8-carboxylic acid tert-butyl ester

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Technology Process of 9-[2-allyloxycarbonylamino-3-(4-methoxy-benzylsulfanyl)-propionyloxymethyl]-6-(tert-butyl-dimethyl-silanyloxy)-5-methoxy-4-methyl-6,9-dihydro-7H-[1,3]dioxolo[4,5-h]isoquinoline-8-carboxylic acid tert-butyl ester

There total 14 articles about 9-[2-allyloxycarbonylamino-3-(4-methoxy-benzylsulfanyl)-propionyloxymethyl]-6-(tert-butyl-dimethyl-silanyloxy)-5-methoxy-4-methyl-6,9-dihydro-7H-[1,3]dioxolo[4,5-h]isoquinoline-8-carboxylic acid tert-butyl ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

: (R)-2-Allyloxycarbonylamino-3-(4-methoxy-benzylsulfanyl)-propionic acid

: 398142-98-8
6-(tert-butyl-dimethyl-silanyloxy)-9-hydroxymethyl-5-methoxy-4-methyl-6,9-dihydro-7H-[1,3]dioxolo[4,5-h]isoquinoline-8-carboxylic acid tert-butyl ester

: 398143-00-5
9-[2-allyloxycarbonylamino-3-(4-methoxy-benzylsulfanyl)-propionyloxymethyl]-6-(tert-butyl-dimethyl-silanyloxy)-5-methoxy-4-methyl-6,9-dihydro-7H-[1,3]dioxolo[4,5-h]isoquinoline-8-carboxylic acid tert-butyl ester

Guidance literature:: With dmap; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In dichloromethane; at 20 ℃; for 0.666667h;
DOI:10.1021/ol016844k

Reference yield:

: (R)-2-Azido-2-(6-methoxy-7-methyl-benzo[1,3]dioxol-4-yl)-ethanol

: 398143-00-5
9-[2-allyloxycarbonylamino-3-(4-methoxy-benzylsulfanyl)-propionyloxymethyl]-6-(tert-butyl-dimethyl-silanyloxy)-5-methoxy-4-methyl-6,9-dihydro-7H-[1,3]dioxolo[4,5-h]isoquinoline-8-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 2.1 g / NaH; n-Bu₄NI / tetrahydrofuran / 12 h / 20 °C

2: H₂ / Pd/C / ethyl acetate / 5 h / 760.05 Torr

3: 1.7 g / K₂CO₃ / acetonitrile / 72 h / Heating

4: 86 percent / aq. HCl / dioxane / 0 - 20 °C

5: 210 mg / Et₃N / ethyl acetate / 1 h / 20 °C

6: 25 mg / DMAP; imidazole / CH₂Cl₂ / 24 h / 20 °C

7: 99 percent / H₂ / 10percent Pd/C / ethyl acetate / 760.05 Torr

8: 99 percent / EDC; DMAP / CH₂Cl₂ / 0.67 h / 20 °C

With 1H-imidazole; hydrogenchloride; dmap; hydrogen; tetra-(n-butyl)ammonium iodide; sodium hydride; potassium carbonate; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; dichloromethane; ethyl acetate; acetonitrile;
DOI:10.1021/ol016844k

Reference yield:

: 7-((R)-1-Azido-2-benzyloxy-ethyl)-5-methoxy-4-methyl-benzo[1,3]dioxole

: 398143-00-5
9-[2-allyloxycarbonylamino-3-(4-methoxy-benzylsulfanyl)-propionyloxymethyl]-6-(tert-butyl-dimethyl-silanyloxy)-5-methoxy-4-methyl-6,9-dihydro-7H-[1,3]dioxolo[4,5-h]isoquinoline-8-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: H₂ / Pd/C / ethyl acetate / 5 h / 760.05 Torr

2: 1.7 g / K₂CO₃ / acetonitrile / 72 h / Heating

3: 86 percent / aq. HCl / dioxane / 0 - 20 °C

4: 210 mg / Et₃N / ethyl acetate / 1 h / 20 °C

5: 25 mg / DMAP; imidazole / CH₂Cl₂ / 24 h / 20 °C

6: 99 percent / H₂ / 10percent Pd/C / ethyl acetate / 760.05 Torr

7: 99 percent / EDC; DMAP / CH₂Cl₂ / 0.67 h / 20 °C

With 1H-imidazole; hydrogenchloride; dmap; hydrogen; potassium carbonate; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; palladium on activated charcoal; In 1,4-dioxane; dichloromethane; ethyl acetate; acetonitrile;
DOI:10.1021/ol016844k