(1R,2S,3S,4S)-3-tert-Butoxycarbonylamino-7-oxa-bicyclo[2.2.1]hept-5-ene-2-carboxylic acid ethyl ester

Base Information

Chemical Name:(1R,2S,3S,4S)-3-tert-Butoxycarbonylamino-7-oxa-bicyclo[2.2.1]hept-5-ene-2-carboxylic acid ethyl ester
CAS No.:501085-41-2
Molecular Formula:C₁₄H₂₁NO₅
Molecular Weight:283.324
Hs Code.:

Synonyms:(1R,2S,3S,4S)-3-tert-Butoxycarbonylamino-7-oxa-bicyclo[2.2.1]hept-5-ene-2-carboxylic acid ethyl ester

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Chemical Property of (1R,2S,3S,4S)-3-tert-Butoxycarbonylamino-7-oxa-bicyclo[2.2.1]hept-5-ene-2-carboxylic acid ethyl ester

Chemical Property:

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Technology Process of (1R,2S,3S,4S)-3-tert-Butoxycarbonylamino-7-oxa-bicyclo[2.2.1]hept-5-ene-2-carboxylic acid ethyl ester

There total 1 articles about (1R,2S,3S,4S)-3-tert-Butoxycarbonylamino-7-oxa-bicyclo[2.2.1]hept-5-ene-2-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:

: rac-ethyl endo-3-[(tert-butoxycarbonyl)amino]-7-oxabicyclo[2.2.1]hept-5-ene-exo-2-carboxylate

: C₁₂H₁₇NO₅

: (1R,2S,3S,4S)-3-tert-Butoxycarbonylamino-7-oxa-bicyclo[2.2.1]hept-5-ene-2-carboxylic acid

: 501085-41-2
(1R,2S,3S,4S)-3-tert-Butoxycarbonylamino-7-oxa-bicyclo[2.2.1]hept-5-ene-2-carboxylic acid ethyl ester

: 501085-45-6
(1S,2R,3R,4R)-3-tert-Butoxycarbonylamino-7-oxa-bicyclo[2.2.1]hept-5-ene-2-carboxylic acid ethyl ester

Guidance literature:: With horse liver powder acetone, HLPA; at 20 ℃; for 23h; optical yield given as %ee; Resolution of racemate; TRIS buffer; Enzymatic reaction;
DOI:10.1039/c2ob25060h

Reference yield:

: 501085-41-2
(1R,2S,3S,4S)-3-tert-Butoxycarbonylamino-7-oxa-bicyclo[2.2.1]hept-5-ene-2-carboxylic acid ethyl ester

: 7781-98-8
ethyl-3-hydroxybenzoate

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

Guidance literature:: With potassium hexamethylsilazane; In tetrahydrofuran; at -50 - 25 ℃;
DOI:10.1021/ol0269704

Reference yield:

: 501085-41-2
(1R,2S,3S,4S)-3-tert-Butoxycarbonylamino-7-oxa-bicyclo[2.2.1]hept-5-ene-2-carboxylic acid ethyl ester

: (1R,2S,3S)-2-tert-butoxycarbonylamino-3-hydroxycyclohexanecarboxylic acid

Guidance literature:: Multi-step reaction with 3 steps

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

2: potassium hydroxide / tetrahydrofuran; H₂O

3: 98 percent / hydrogen / Pd-C / methanol

With potassium hydroxide; hydrogen; potassium hexamethylsilazane; palladium on activated charcoal; In tetrahydrofuran; methanol; water;
DOI:10.1021/ol0269704