(1R,2R,4S,5S)-2-benzyloxycarbonylamino-4-iodo-7-oxo-6-oxabicyclo<3.2.1>octane

Base Information

Chemical Name:(1R,2R,4S,5S)-2-benzyloxycarbonylamino-4-iodo-7-oxo-6-oxabicyclo<3.2.1>octane
CAS No.:91259-91-5
Molecular Formula:C₁₅H₁₆INO₄
Molecular Weight:401.201
Hs Code.:

Synonyms:(1R,2R,4S,5S)-2-benzyloxycarbonylamino-4-iodo-7-oxo-6-oxabicyclo<3.2.1>octane

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Chemical Property of (1R,2R,4S,5S)-2-benzyloxycarbonylamino-4-iodo-7-oxo-6-oxabicyclo<3.2.1>octane

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Technology Process of (1R,2R,4S,5S)-2-benzyloxycarbonylamino-4-iodo-7-oxo-6-oxabicyclo<3.2.1>octane

There total 7 articles about (1R,2R,4S,5S)-2-benzyloxycarbonylamino-4-iodo-7-oxo-6-oxabicyclo<3.2.1>octane 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: 84.0%

: 129313-92-4
(1R,6R)-6-benzyloxycarbonylaminocyclohex-3-enecarboxylic acid

: 91259-91-5
(1R,2R,4S,5S)-2-benzyloxycarbonylamino-4-iodo-7-oxo-6-oxabicyclo<3.2.1>octane

Guidance literature:: With iodine; sodium hydrogencarbonate; potassium iodide; Ambient temperature;
DOI:10.1248/cpb.38.350

Reference yield:

: 4841-84-3
dimethyl cis-1,2,3,6-tetrahydrophthalate

: 91259-91-5
(1R,2R,4S,5S)-2-benzyloxycarbonylamino-4-iodo-7-oxo-6-oxabicyclo<3.2.1>octane

Guidance literature:: Multi-step reaction with 6 steps

1: 98 percent / pig liver esterase / H₂O; acetone / 30 °C

2: 1) ClCO₂C₂H₅, NEt₃, 2) NaN₃ / acetone

3: pTsOH / benzene / Heating

4: 72 percent / NaOMe / methanol / 6 h / Heating

5: NaOH / H₂O; methanol / Ambient temperature

6: 84 percent / I₂ - KI - NaHCO₃ / CH₂Cl₂; H₂O

With sodium hydroxide; sodium azide; pig liver esterase; iodine; sodium methylate; chloroformic acid ethyl ester; sodium hydrogencarbonate; triethylamine; potassium iodide; toluene-4-sulfonic acid; In methanol; dichloromethane; water; acetone; benzene;
DOI:10.1016/S0040-4039(01)81230-2

Reference yield:

: 31139-02-3,31139-03-4,56124-48-2,88335-93-7,88335-94-8,93603-11-3
(1R,6S)-6-methoxycarbonyl-3-cyclohexene-1-carboxylic acid

: 91259-91-5
(1R,2R,4S,5S)-2-benzyloxycarbonylamino-4-iodo-7-oxo-6-oxabicyclo<3.2.1>octane

Guidance literature:: Multi-step reaction with 5 steps

1: 1) ClCO₂C₂H₅, NEt₃, 2) NaN₃ / acetone

2: pTsOH / benzene / Heating

3: 72 percent / NaOMe / methanol / 6 h / Heating

4: NaOH / H₂O; methanol / Ambient temperature

5: 84 percent / I₂ - KI - NaHCO₃ / CH₂Cl₂; H₂O

With sodium hydroxide; sodium azide; iodine; sodium methylate; chloroformic acid ethyl ester; sodium hydrogencarbonate; triethylamine; potassium iodide; toluene-4-sulfonic acid; In methanol; dichloromethane; water; benzene;
DOI:10.1016/S0040-4039(01)81230-2