(5S,6S)-6-tert-Butoxycarbonylamino-5-hydroxy-cyclohexa-1,3-dienecarboxylic acid

Base Information

Chemical Name:(5S,6S)-6-tert-Butoxycarbonylamino-5-hydroxy-cyclohexa-1,3-dienecarboxylic acid
CAS No.:89557-24-4
Molecular Formula:C₁₂H₁₇NO₅
Molecular Weight:255.271
Hs Code.:

Synonyms:(5S,6S)-6-tert-Butoxycarbonylamino-5-hydroxy-cyclohexa-1,3-dienecarboxylic acid

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Chemical Property of (5S,6S)-6-tert-Butoxycarbonylamino-5-hydroxy-cyclohexa-1,3-dienecarboxylic acid

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Technology Process of (5S,6S)-6-tert-Butoxycarbonylamino-5-hydroxy-cyclohexa-1,3-dienecarboxylic acid

There total 4 articles about (5S,6S)-6-tert-Butoxycarbonylamino-5-hydroxy-cyclohexa-1,3-dienecarboxylic acid 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:

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

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

: 89557-24-4
(5S,6S)-6-tert-Butoxycarbonylamino-5-hydroxy-cyclohexa-1,3-dienecarboxylic acid

Guidance literature:: With triethylamine; In 1,4-dioxane; water; Yield given;
DOI:10.1021/ja00320a056

Reference yield:

: 501085-40-1
rac-ethyl trans-6-[(tert-butoxycarbonyl)amino]-5-hydroxycyclohexa-1,3-diene-1-carboxylate

: 89557-24-4
(5S,6S)-6-tert-Butoxycarbonylamino-5-hydroxy-cyclohexa-1,3-dienecarboxylic acid

Guidance literature:: With potassium hydroxide; In tetrahydrofuran; water;
DOI:10.1021/ol0269704

Reference yield:

: 84751-41-7,89299-58-1,89299-59-2
ethyl (1SR,2RS,3RS,4RS)-3-nitro-7-oxabicyclo[2.2.1]hept-5-ene-2-carboxylate

: 89557-24-4
(5S,6S)-6-tert-Butoxycarbonylamino-5-hydroxy-cyclohexa-1,3-dienecarboxylic acid

Guidance literature:: Multi-step reaction with 3 steps

1.1: zinc; HCl / ethanol

1.2: diisopropylethylamine

2.1: potassium hexamethyldisilazide / tetrahydrofuran / -50 - 25 °C

3.1: potassium hydroxide / tetrahydrofuran; H₂O

With hydrogenchloride; potassium hydroxide; potassium hexamethylsilazane; zinc; In tetrahydrofuran; ethanol; water;
DOI:10.1021/ol0269704