6-aminocarbomethoxy-1,2-diacetoxy-5-(7-methoxybenzo[d][1,3]dioxol-5-yl)-4-cyclohexene-1-yl benzoate

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Chemical Name:6-aminocarbomethoxy-1,2-diacetoxy-5-(7-methoxybenzo[d][1,3]dioxol-5-yl)-4-cyclohexene-1-yl benzoate
CAS No.:228242-70-4
Molecular Formula:C₂₇H₂₇NO₁₁
Molecular Weight:541.511
Hs Code.:

Synonyms:6-aminocarbomethoxy-1,2-diacetoxy-5-(7-methoxybenzo[d][1,3]dioxol-5-yl)-4-cyclohexene-1-yl benzoate

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Chemical Property of 6-aminocarbomethoxy-1,2-diacetoxy-5-(7-methoxybenzo[d][1,3]dioxol-5-yl)-4-cyclohexene-1-yl benzoate

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Technology Process of 6-aminocarbomethoxy-1,2-diacetoxy-5-(7-methoxybenzo[d][1,3]dioxol-5-yl)-4-cyclohexene-1-yl benzoate

There total 9 articles about 6-aminocarbomethoxy-1,2-diacetoxy-5-(7-methoxybenzo[d][1,3]dioxol-5-yl)-4-cyclohexene-1-yl benzoate 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:

: 108-24-7
acetic anhydride

: 460731-79-7
6-aminocarbomethoxy-1,2-dihydroxy-5-(7-methoxybenzo[d][1,3]dioxol-5-yl)-4-cyclohexene-1-yl benzoate

: 228242-70-4
6-aminocarbomethoxy-1,2-diacetoxy-5-(7-methoxybenzo[d][1,3]dioxol-5-yl)-4-cyclohexene-1-yl benzoate

Guidance literature:: With pyridine; dmap; Yield given; Ambient temperature;
DOI:10.1016/S0040-4039(99)00433-5

Reference yield:

: 108-36-1
1,3-dibromobenzene

: 228242-70-4
6-aminocarbomethoxy-1,2-diacetoxy-5-(7-methoxybenzo[d][1,3]dioxol-5-yl)-4-cyclohexene-1-yl benzoate

Guidance literature:: Multi-step reaction with 8 steps

1: Escherichia coli JM₁₀₉ (pDTG₆₀₁A)

2: TsOH / acetone / Ambient temperature

3: NaIO₄ / Ambient temperature

4: 1.) Pd(PPh₃)4, aq. NaCO₃; 2.) Mo(CO)6 / 1.) PhH, reflux; 2.) PhH, MeCN, H₂O, reflux, 10 h

5: 80 percent / NaBH₄, CeCl₃ / methanol / 0 °C

6: 65 percent / Bu₃P, DEAD / tetrahydrofuran / Ambient temperature

7: Dowex 50X₈-100 / methanol / Ambient temperature

8: pyridine, DMAP / Ambient temperature

With pyridine; dmap; sodium tetrahydroborate; sodium periodate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; cerium(III) chloride; hexacarbonyl molybdenum; tributylphosphine; Dowex 50x8-100; Escherichia coli JM₁₀₉ (pDTG₆₀₁A); toluene-4-sulfonic acid; diethylazodicarboxylate; In tetrahydrofuran; methanol; acetone;
DOI:10.1016/S0040-4039(99)00433-5

Reference yield:

: 460731-66-2
4,6-dibromo-2,2-dimethyl-(3aS,7aS)-benzo[d](1,3)-dioxole

: 228242-70-4
6-aminocarbomethoxy-1,2-diacetoxy-5-(7-methoxybenzo[d][1,3]dioxol-5-yl)-4-cyclohexene-1-yl benzoate

Guidance literature:: Multi-step reaction with 6 steps

1: NaIO₄ / Ambient temperature

2: 1.) Pd(PPh₃)4, aq. NaCO₃; 2.) Mo(CO)6 / 1.) PhH, reflux; 2.) PhH, MeCN, H₂O, reflux, 10 h

3: 80 percent / NaBH₄, CeCl₃ / methanol / 0 °C

4: 65 percent / Bu₃P, DEAD / tetrahydrofuran / Ambient temperature

5: Dowex 50X₈-100 / methanol / Ambient temperature

6: pyridine, DMAP / Ambient temperature

With pyridine; dmap; sodium tetrahydroborate; sodium periodate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; cerium(III) chloride; hexacarbonyl molybdenum; tributylphosphine; Dowex 50x8-100; diethylazodicarboxylate; In tetrahydrofuran; methanol;
DOI:10.1016/S0040-4039(99)00433-5