p-methoxybenzyl (1S,5R,6S)-1-methyl-2-<(5S)-2-methylisoxazolidin-5-yl>-6-<(1R)-1-(triethylsilyloxy)ethyl>carbapen-2-em-3-carboxylate

Base Information

Chemical Name:p-methoxybenzyl (1S,5R,6S)-1-methyl-2-<(5S)-2-methylisoxazolidin-5-yl>-6-<(1R)-1-(triethylsilyloxy)ethyl>carbapen-2-em-3-carboxylate
CAS No.:152005-95-3
Molecular Formula:C₂₈H₄₂N₂O₆Si
Molecular Weight:530.737
Hs Code.:

Synonyms:p-methoxybenzyl (1S,5R,6S)-1-methyl-2-<(5S)-2-methylisoxazolidin-5-yl>-6-<(1R)-1-(triethylsilyloxy)ethyl>carbapen-2-em-3-carboxylate

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Chemical Property of p-methoxybenzyl (1S,5R,6S)-1-methyl-2-<(5S)-2-methylisoxazolidin-5-yl>-6-<(1R)-1-(triethylsilyloxy)ethyl>carbapen-2-em-3-carboxylate

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Technology Process of p-methoxybenzyl (1S,5R,6S)-1-methyl-2-<(5S)-2-methylisoxazolidin-5-yl>-6-<(1R)-1-(triethylsilyloxy)ethyl>carbapen-2-em-3-carboxylate

There total 4 articles about p-methoxybenzyl (1S,5R,6S)-1-methyl-2-<(5S)-2-methylisoxazolidin-5-yl>-6-<(1R)-1-(triethylsilyloxy)ethyl>carbapen-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: 22.0%

: 50-00-0,30525-89-4,61233-19-0
formaldehyd

: 4229-44-1
N-methylhydroxyamine hydrochloride

: 151919-80-1
p-methoxybenzyl (1S,5R,6S)-1-methyl-6-<(1R)-1-(triethylsilyloxy)ethyl>-2-vinylcarbapen-2-em-3-carboxylate

: 152005-95-3
p-methoxybenzyl (1S,5R,6S)-1-methyl-2-<(5S)-2-methylisoxazolidin-5-yl>-6-<(1R)-1-(triethylsilyloxy)ethyl>carbapen-2-em-3-carboxylate

: 151919-81-2
p-methoxybenzyl (1S,5R,6S)-1-methyl-2-<(5R)-2-methylisoxazolidin-5-yl>-6-<(1R)-1-(triethylsilyloxy)ethyl>carbapen-2-em-3-carboxylate

Guidance literature:: With sodium methylate; In methanol; water; toluene; for 4h; rt to 110 deg C;
DOI:10.7164/antibiotics.48.1481

Reference yield:

: 135271-52-2
p-Methoxybenzyl (1S,5R,6S)-2-Hydroxymethyl-1-methyl-6-<(R)-1-trinthylsilyloxyethyl>carbapen-2-em-3-carboxylate

: 152005-95-3
p-methoxybenzyl (1S,5R,6S)-1-methyl-2-<(5S)-2-methylisoxazolidin-5-yl>-6-<(1R)-1-(triethylsilyloxy)ethyl>carbapen-2-em-3-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1: I₂, PPh₃, Et₃N, HMPA

3: 64 percent / NaHCO₃ / toluene; CH₂Cl₂; H₂O

4: 45 percent / NaOMe / methanol; H₂O; toluene / 4 h / rt to 110 deg C

With N,N,N,N,N,N-hexamethylphosphoric triamide; iodine; sodium methylate; sodium hydrogencarbonate; triethylamine; triphenylphosphine; In methanol; dichloromethane; water; toluene;
DOI:10.7164/antibiotics.48.1481

Reference yield:

: 136324-03-3
(4S,5R,6S)-3-Iodomethyl-4-methyl-7-oxo-6-((R)-1-triethylsilanyloxy-ethyl)-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 4-methoxy-benzyl ester

: 152005-95-3
p-methoxybenzyl (1S,5R,6S)-1-methyl-2-<(5S)-2-methylisoxazolidin-5-yl>-6-<(1R)-1-(triethylsilyloxy)ethyl>carbapen-2-em-3-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

2: 64 percent / NaHCO₃ / toluene; CH₂Cl₂; H₂O

3: 45 percent / NaOMe / methanol; H₂O; toluene / 4 h / rt to 110 deg C

With sodium methylate; sodium hydrogencarbonate; In methanol; dichloromethane; water; toluene;
DOI:10.7164/antibiotics.48.1481