trans-(4R,5R)-5-{4-[amino(benzyloxycarbonylimino)methyl]benzylaminocarbonyl}-2,2-dimethyl-1,3-dioxolane-4-carboxylic acid ethyl ester

Base Information

Chemical Name:trans-(4R,5R)-5-{4-[amino(benzyloxycarbonylimino)methyl]benzylaminocarbonyl}-2,2-dimethyl-1,3-dioxolane-4-carboxylic acid ethyl ester
CAS No.:439860-60-3
Molecular Formula:C₂₅H₂₉N₃O₇
Molecular Weight:483.521
Hs Code.:

Synonyms:trans-(4R,5R)-5-{4-[amino(benzyloxycarbonylimino)methyl]benzylaminocarbonyl}-2,2-dimethyl-1,3-dioxolane-4-carboxylic acid ethyl ester

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Chemical Property of trans-(4R,5R)-5-{4-[amino(benzyloxycarbonylimino)methyl]benzylaminocarbonyl}-2,2-dimethyl-1,3-dioxolane-4-carboxylic acid ethyl ester

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Technology Process of trans-(4R,5R)-5-{4-[amino(benzyloxycarbonylimino)methyl]benzylaminocarbonyl}-2,2-dimethyl-1,3-dioxolane-4-carboxylic acid ethyl ester

There total 3 articles about trans-(4R,5R)-5-{4-[amino(benzyloxycarbonylimino)methyl]benzylaminocarbonyl}-2,2-dimethyl-1,3-dioxolane-4-carboxylic acid ethyl 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: 87.0%

: (4R,5R)-2,2-Dimethyl-[1,3]dioxolane-4,5-dicarboxylic acid monoethyl ester; compound with acetic acid

: N'-benzyloxycarbonyl-4-aminomethylbenzamidine hydrochloride

: 439860-60-3
trans-(4R,5R)-5-{4-[amino(benzyloxycarbonylimino)methyl]benzylaminocarbonyl}-2,2-dimethyl-1,3-dioxolane-4-carboxylic acid ethyl ester

Guidance literature:: With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; In N,N-dimethyl-formamide; at 0 - 20 ℃; pH=7 - 8;
DOI:10.1016/S0968-0896(01)00426-6

Reference yield:

: 87-91-2
diethyl (2R,3R)-tartrate

: 439860-60-3
trans-(4R,5R)-5-{4-[amino(benzyloxycarbonylimino)methyl]benzylaminocarbonyl}-2,2-dimethyl-1,3-dioxolane-4-carboxylic acid ethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 74 percent / camphorsulfonic acid / toluene / 5 h / 20 °C

2: 47 percent / aq. NaOH / dioxane; H₂O / 1 h / 20 °C

3: 87 percent / HOBt; Et₃N; EDC / dimethylformamide / 0 - 20 °C / pH 7 - 8

With sodium hydroxide; camphor-10-sulfonic acid; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; In 1,4-dioxane; water; N,N-dimethyl-formamide; toluene;
DOI:10.1016/S0968-0896(01)00426-6

Reference yield:

: 59779-75-8
diethyl (4R,5R)-2,2-dimethyl-1,3-dioxolane-4,5-dicarboxylate

: 439860-60-3
trans-(4R,5R)-5-{4-[amino(benzyloxycarbonylimino)methyl]benzylaminocarbonyl}-2,2-dimethyl-1,3-dioxolane-4-carboxylic acid ethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 47 percent / aq. NaOH / dioxane; H₂O / 1 h / 20 °C

2: 87 percent / HOBt; Et₃N; EDC / dimethylformamide / 0 - 20 °C / pH 7 - 8

With sodium hydroxide; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; In 1,4-dioxane; water; N,N-dimethyl-formamide;
DOI:10.1016/S0968-0896(01)00426-6