p-methoxybenzyl 6-<(E)-1-(hydroxymethyl)ethylidene>-2-methylcarbapen-2-em-3-carboxylate

Base Information

Chemical Name:p-methoxybenzyl 6-<(E)-1-(hydroxymethyl)ethylidene>-2-methylcarbapen-2-em-3-carboxylate
CAS No.:102990-78-3
Molecular Formula:C₁₉H₂₁NO₅
Molecular Weight:343.379
Hs Code.:

Synonyms:p-methoxybenzyl 6-<(E)-1-(hydroxymethyl)ethylidene>-2-methylcarbapen-2-em-3-carboxylate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of p-methoxybenzyl 6-<(E)-1-(hydroxymethyl)ethylidene>-2-methylcarbapen-2-em-3-carboxylate

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Technology Process of p-methoxybenzyl 6-<(E)-1-(hydroxymethyl)ethylidene>-2-methylcarbapen-2-em-3-carboxylate

There total 7 articles about p-methoxybenzyl 6-<(E)-1-(hydroxymethyl)ethylidene>-2-methylcarbapen-2-em-3-carboxylate 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: 81.0%

: 102990-77-2
p-methoxybenzyl (5R^*,6S^*)-2-methyl-6-<(4R^*)-4-methyl-2-oxo-1,3-dioxolan-4-yl>carbapen-2-em-3-carboxylate

: 102990-78-3
p-methoxybenzyl 6-<(E)-1-(hydroxymethyl)ethylidene>-2-methylcarbapen-2-em-3-carboxylate

Guidance literature:: With 1,8-diazabicyclo[5.4.0]undec-7-ene; In benzene-d6; toluene; for 1h;
DOI:10.1248/cpb.33.4361

Reference yield:

: 84829-80-1,84848-59-9,91177-16-1
(3S^*,4R^*)-4-allyl-1-tert-butyldimethylsilyl-3-(4-methyl-2-oxo-1,3-dioxolan-4-yl)-2-azetidinone

: 102990-78-3
p-methoxybenzyl 6-<(E)-1-(hydroxymethyl)ethylidene>-2-methylcarbapen-2-em-3-carboxylate

Guidance literature:: Multi-step reaction with 7 steps

1: 86 percent / mercuric acetate, coprous chloride dihydrate / palladium chloride / methanol / 1 h / 60 °C

2: 83 percent / acetic acid, tetraethylammonium fluoride dihydrate / tetrahydrofuran / 2 h / Ambient temperature

3: triethylamine / tetrahydrofuran / Ambient temperature

4: 98 percent / thionyl chloride, 2,6-lutidine / tetrahydrofuran / 1.5 h / -20 °C

5: 68 percent / 2,6-lutidine / dioxane / Ambient temperature

6: 69 percent / toluene / 3.5 h / Heating

7: 81 percent / 1,8-diazabicyclo<5.4.0>undec-7-ene / toluene; benzene-d6 / 1 h

With 2,6-dimethylpyridine; thionyl chloride; mercury(II) diacetate; tetraethylammonium fluoride; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; copper(l) chloride; palladium dichloride; In tetrahydrofuran; 1,4-dioxane; methanol; benzene-d6; toluene;
DOI:10.1248/cpb.33.4361

Reference yield:

: 84829-83-4,84848-62-4
(3S^*,4R^*)-3-<(4R^*)-4-methyl-2-oxo-1,3-dioxolan-4-yl>-4-(2-oxopropyl)-2-azetidinone

: 102990-78-3
p-methoxybenzyl 6-<(E)-1-(hydroxymethyl)ethylidene>-2-methylcarbapen-2-em-3-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1: triethylamine / tetrahydrofuran / Ambient temperature

2: 98 percent / thionyl chloride, 2,6-lutidine / tetrahydrofuran / 1.5 h / -20 °C

3: 68 percent / 2,6-lutidine / dioxane / Ambient temperature

4: 69 percent / toluene / 3.5 h / Heating

5: 81 percent / 1,8-diazabicyclo<5.4.0>undec-7-ene / toluene; benzene-d6 / 1 h

With 2,6-dimethylpyridine; thionyl chloride; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; In tetrahydrofuran; 1,4-dioxane; benzene-d6; toluene;
DOI:10.1248/cpb.33.4361