Methyl 5-acetamido-4-O-benzyl-3,5-dideoxy-8,9-O-isopropylidene-3-phenylthio-β-D-erythro-L-gluco-2-nonulopyranosonate-diethylphosphite

Base Information

Chemical Name:Methyl 5-acetamido-4-O-benzyl-3,5-dideoxy-8,9-O-isopropylidene-3-phenylthio-β-D-erythro-L-gluco-2-nonulopyranosonate-diethylphosphite
CAS No.:353301-93-6
Molecular Formula:C₃₄H₄₆NO₁₂PS
Molecular Weight:723.779
Hs Code.:

Synonyms:Methyl 5-acetamido-4-O-benzyl-3,5-dideoxy-8,9-O-isopropylidene-3-phenylthio-β-D-erythro-L-gluco-2-nonulopyranosonate-diethylphosphite

Suppliers and Price of Methyl 5-acetamido-4-O-benzyl-3,5-dideoxy-8,9-O-isopropylidene-3-phenylthio-β-D-erythro-L-gluco-2-nonulopyranosonate-diethylphosphite

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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 Methyl 5-acetamido-4-O-benzyl-3,5-dideoxy-8,9-O-isopropylidene-3-phenylthio-β-D-erythro-L-gluco-2-nonulopyranosonate-diethylphosphite

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of Methyl 5-acetamido-4-O-benzyl-3,5-dideoxy-8,9-O-isopropylidene-3-phenylthio-β-D-erythro-L-gluco-2-nonulopyranosonate-diethylphosphite

There total 6 articles about Methyl 5-acetamido-4-O-benzyl-3,5-dideoxy-8,9-O-isopropylidene-3-phenylthio-β-D-erythro-L-gluco-2-nonulopyranosonate-diethylphosphite 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: 92.0%

: 589-57-1
diethyl phosphorylchloridite

: 353301-97-0
Methyl 5-acetamido-4-O-benzyl-3,5-dideoxy-8,9-O-isopropylidene-3-phenylthio-β-D-erythro-L-gluco-2-nonulopyranosonate

: 353301-93-6
Methyl 5-acetamido-4-O-benzyl-3,5-dideoxy-8,9-O-isopropylidene-3-phenylthio-β-D-erythro-L-gluco-2-nonulopyranosonate-diethylphosphite

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In acetonitrile; at 20 ℃; for 0.5h;
DOI:10.1002/1521-3765(20010518)7:10<2178::AID-CHEM2178>3.0.CO;2-E

Reference yield:

: 25875-99-4,79026-38-3
methyl 5-acetamido-2,6-anhydro-3,5-dideoxy-D-glycero-D-galacto-non-2-enonate

: 353301-93-6
Methyl 5-acetamido-4-O-benzyl-3,5-dideoxy-8,9-O-isopropylidene-3-phenylthio-β-D-erythro-L-gluco-2-nonulopyranosonate-diethylphosphite

Guidance literature:: Multi-step reaction with 6 steps

1: 100 percent / TfOH / 3 h / 20 °C

2: 83 percent / NaH / dimethylformamide / 0.17 h / 0 °C

3: pyridine / 2 h

4: 1.85 g / NBS / acetonitrile; H₂O / 0.17 h / 60 °C

5: 92 percent / tetrahydrofuran / 0.33 h

6: 92 percent / (i-Pr)2EtN / acetonitrile / 0.5 h / 20 °C

With pyridine; N-Bromosuccinimide; trifluorormethanesulfonic acid; sodium hydride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1002/1521-3765(20010518)7:10<2178::AID-CHEM2178>3.0.CO;2-E

Reference yield:

: 108999-10-6
Methyl 5-acetamido-2,3,5-trideoxy-8,9-O-isopropylidene-D-glycero-D-galacto-non-2-enopyranosonate

: 353301-93-6
Methyl 5-acetamido-4-O-benzyl-3,5-dideoxy-8,9-O-isopropylidene-3-phenylthio-β-D-erythro-L-gluco-2-nonulopyranosonate-diethylphosphite

Guidance literature:: Multi-step reaction with 5 steps

1: 83 percent / NaH / dimethylformamide / 0.17 h / 0 °C

2: pyridine / 2 h

3: 1.85 g / NBS / acetonitrile; H₂O / 0.17 h / 60 °C

4: 92 percent / tetrahydrofuran / 0.33 h

5: 92 percent / (i-Pr)2EtN / acetonitrile / 0.5 h / 20 °C

With pyridine; N-Bromosuccinimide; sodium hydride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1002/1521-3765(20010518)7:10<2178::AID-CHEM2178>3.0.CO;2-E