2-((1S,6S)-6-tert-Butoxycarbonylamino-5-methoxycarbonyl-cyclohexa-2,4-dienyloxy)-malonic acid dimethyl ester

Base Information

Chemical Name:2-((1S,6S)-6-tert-Butoxycarbonylamino-5-methoxycarbonyl-cyclohexa-2,4-dienyloxy)-malonic acid dimethyl ester
CAS No.:89616-68-2
Molecular Formula:C₁₈H₂₅NO₉
Molecular Weight:399.398
Hs Code.:

Synonyms:2-((1S,6S)-6-tert-Butoxycarbonylamino-5-methoxycarbonyl-cyclohexa-2,4-dienyloxy)-malonic acid dimethyl ester

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Chemical Property of 2-((1S,6S)-6-tert-Butoxycarbonylamino-5-methoxycarbonyl-cyclohexa-2,4-dienyloxy)-malonic acid dimethyl ester

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Technology Process of 2-((1S,6S)-6-tert-Butoxycarbonylamino-5-methoxycarbonyl-cyclohexa-2,4-dienyloxy)-malonic acid dimethyl ester

There total 4 articles about 2-((1S,6S)-6-tert-Butoxycarbonylamino-5-methoxycarbonyl-cyclohexa-2,4-dienyloxy)-malonic acid dimethyl 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: 56.0%

: 6773-29-1
dimethyl diazomalonate

: 89616-67-1
(5S,6S)-6-tert-Butoxycarbonylamino-5-hydroxy-cyclohexa-1,3-dienecarboxylic acid methyl ester

: 89616-68-2
2-((1S,6S)-6-tert-Butoxycarbonylamino-5-methoxycarbonyl-cyclohexa-2,4-dienyloxy)-malonic acid dimethyl ester

Guidance literature:: dirhodium tetraacetate; In benzene; at 80 ℃; for 1h;
DOI:10.1021/ja00320a056

Reference yield:

: 58632-95-4
2-(tert-Butoxycarbonyloxyimino)-2-phenylacetonitrile

: 89616-68-2
2-((1S,6S)-6-tert-Butoxycarbonylamino-5-methoxycarbonyl-cyclohexa-2,4-dienyloxy)-malonic acid dimethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: Et₃N / dioxane; H₂O

2: diethyl ether; methanol / 0 °C

3: 56 percent / Rh₂OAc₄ / benzene / 1 h / 80 °C

With triethylamine; dirhodium tetraacetate; In 1,4-dioxane; methanol; diethyl ether; water; benzene;
DOI:10.1021/ja00320a056

Reference yield:

: (5S,6S)-6-amino-5-hydroxy-cyclohexa-1,3-diene carboxylic acid

: 89616-68-2
2-((1S,6S)-6-tert-Butoxycarbonylamino-5-methoxycarbonyl-cyclohexa-2,4-dienyloxy)-malonic acid dimethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: Et₃N / dioxane; H₂O

2: diethyl ether; methanol / 0 °C

3: 56 percent / Rh₂OAc₄ / benzene / 1 h / 80 °C

With triethylamine; dirhodium tetraacetate; In 1,4-dioxane; methanol; diethyl ether; water; benzene;
DOI:10.1021/ja00320a056