(1R,4R,5S,6S)-4,5-di(benzoyloxy)-6-hydroxy-2-iodo-2-cyclohexenyl 4-nitrobenzoate

Base Information

Chemical Name:(1R,4R,5S,6S)-4,5-di(benzoyloxy)-6-hydroxy-2-iodo-2-cyclohexenyl 4-nitrobenzoate
CAS No.:856890-08-9
Molecular Formula:C₂₇H₂₀INO₉
Molecular Weight:629.362
Hs Code.:

Synonyms:(1R,4R,5S,6S)-4,5-di(benzoyloxy)-6-hydroxy-2-iodo-2-cyclohexenyl 4-nitrobenzoate

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Chemical Property of (1R,4R,5S,6S)-4,5-di(benzoyloxy)-6-hydroxy-2-iodo-2-cyclohexenyl 4-nitrobenzoate

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Technology Process of (1R,4R,5S,6S)-4,5-di(benzoyloxy)-6-hydroxy-2-iodo-2-cyclohexenyl 4-nitrobenzoate

There total 5 articles about (1R,4R,5S,6S)-4,5-di(benzoyloxy)-6-hydroxy-2-iodo-2-cyclohexenyl 4-nitrobenzoate 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: 70.0%

: 856890-07-8
(1S,2R,5S,6R)-2-(benzoyloxy)-5,6-dihydroxy-4-iodo-3-cyclohexenyl benzoate

: 62-23-7
4-nitro-benzoic acid

: 856890-08-9
(1R,4R,5S,6S)-4,5-di(benzoyloxy)-6-hydroxy-2-iodo-2-cyclohexenyl 4-nitrobenzoate

Guidance literature:: With 3 A molecular sieve; triphenylphosphine; diethylazodicarboxylate; at 20 - 90 ℃; for 2h;
DOI:10.1039/b502009c

Reference yield:

: 856890-00-1
(3aR,4S,5R,7aS)-5-(benzoyloxy)-7-iodo-2,2-dimethyl-3a,4,5,7a-tetrahydro-1,3-benzodioxol-5-yl benzoate

: 856890-08-9
(1R,4R,5S,6S)-4,5-di(benzoyloxy)-6-hydroxy-2-iodo-2-cyclohexenyl 4-nitrobenzoate

Guidance literature:: Multi-step reaction with 2 steps

1: 90 percent / aq. HCl / methanol / 4 h / 50 °C

2: 70 percent / DEAD; PPh₃; 3 Angstroem molecular sieves / 2 h / 20 - 90 °C

With hydrogenchloride; 3 A molecular sieve; triphenylphosphine; diethylazodicarboxylate; In methanol; 2: Mitsunobu inversion reaction;
DOI:10.1039/b502009c

Reference yield:

: 138769-92-3
cis-(1S,2S)-1,2-dihydroxy-3-iodocyclohexa-3,5-diene

: 856890-08-9
(1R,4R,5S,6S)-4,5-di(benzoyloxy)-6-hydroxy-2-iodo-2-cyclohexenyl 4-nitrobenzoate

Guidance literature:: Multi-step reaction with 5 steps

1: 98 percent / p-toluenesulfonic acid / acetone / 4 h / 0 - 20 °C

2: 87 percent / N-methylmorpholine N-oxide; aq. OsO₄ / acetone / 12 h / 20 °C

3: 95 percent / pyridine / 20 °C

4: 90 percent / aq. HCl / methanol / 4 h / 50 °C

5: 70 percent / DEAD; PPh₃; 3 Angstroem molecular sieves / 2 h / 20 - 90 °C

With pyridine; hydrogenchloride; osmium(VIII) oxide; 3 A molecular sieve; toluene-4-sulfonic acid; 4-methylmorpholine N-oxide; triphenylphosphine; diethylazodicarboxylate; In methanol; acetone; 5: Mitsunobu inversion reaction;
DOI:10.1039/b502009c