methyl (methyl 4-O-acetyl-9-O-tert-butyldimethylsilyl-3,5-dideoxy-7,8-O-isopropylidene-5-phenylthio-β-D-ribo-non-5-en-2-ulo-pyranosid)onate

Base Information

Chemical Name:methyl (methyl 4-O-acetyl-9-O-tert-butyldimethylsilyl-3,5-dideoxy-7,8-O-isopropylidene-5-phenylthio-β-D-ribo-non-5-en-2-ulo-pyranosid)onate
CAS No.:129063-69-0
Molecular Formula:C₂₈H₄₂O₉SSi
Molecular Weight:582.788
Hs Code.:

Synonyms:methyl (methyl 4-O-acetyl-9-O-tert-butyldimethylsilyl-3,5-dideoxy-7,8-O-isopropylidene-5-phenylthio-β-D-ribo-non-5-en-2-ulo-pyranosid)onate

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Chemical Property of methyl (methyl 4-O-acetyl-9-O-tert-butyldimethylsilyl-3,5-dideoxy-7,8-O-isopropylidene-5-phenylthio-β-D-ribo-non-5-en-2-ulo-pyranosid)onate

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Technology Process of methyl (methyl 4-O-acetyl-9-O-tert-butyldimethylsilyl-3,5-dideoxy-7,8-O-isopropylidene-5-phenylthio-β-D-ribo-non-5-en-2-ulo-pyranosid)onate

There total 11 articles about methyl (methyl 4-O-acetyl-9-O-tert-butyldimethylsilyl-3,5-dideoxy-7,8-O-isopropylidene-5-phenylthio-β-D-ribo-non-5-en-2-ulo-pyranosid)onate 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: 73.0%

: 7001-18-5
methyl 2-methoxyacrylate

: 129034-06-6
1-O-acetyl-6-O-tert-butyldimethylsilyl-2-deoxy-4,5-O-isopropylidene-2-phenylthio-D-erythro-hex-1-eno-3-ulose

: 129063-69-0
methyl (methyl 4-O-acetyl-9-O-tert-butyldimethylsilyl-3,5-dideoxy-7,8-O-isopropylidene-5-phenylthio-β-D-ribo-non-5-en-2-ulo-pyranosid)onate

Guidance literature:: In toluene; at 60 ℃; for 72h; under 5250420 Torr;

Reference yield:

: 129034-01-1
5-deoxy-2,3-O-isopropylidene-5-phenylthio-D-lyxitol

: 129063-69-0
methyl (methyl 4-O-acetyl-9-O-tert-butyldimethylsilyl-3,5-dideoxy-7,8-O-isopropylidene-5-phenylthio-β-D-ribo-non-5-en-2-ulo-pyranosid)onate

Guidance literature:: Multi-step reaction with 6 steps

1: 92 percent / imidazole / dimethylformamide / 0.75 h / Ambient temperature

2: 98 percent / DMSO, dicyclohexyl carbodiimide, pyridine, trifluoroacetic acid / diethyl ether / 0 deg C then RT, 3 h

3: 82 percent / 3 h / 70 °C

4: 96 percent / aq. sodium hydroxide / ethanol / 3.5 h

5: 99 percent / pyridine / toluene / 1) -10 deg C, 30 min; 2) 0 deg C, 17 h

6: 73 percent / toluene / 72 h / 60 °C / 5250420 Torr

With pyridine; 1H-imidazole; sodium hydroxide; dimethyl sulfoxide; dicyclohexyl-carbodiimide; trifluoroacetic acid; In diethyl ether; ethanol; N,N-dimethyl-formamide; toluene;

Reference yield:

: 129034-00-0
5-deoxy-2,3-O-isopropylidene-5-phenylthio-α-D-lyxofuranose

: 129063-69-0
methyl (methyl 4-O-acetyl-9-O-tert-butyldimethylsilyl-3,5-dideoxy-7,8-O-isopropylidene-5-phenylthio-β-D-ribo-non-5-en-2-ulo-pyranosid)onate

Guidance literature:: Multi-step reaction with 7 steps

1: 83 percent / NaBH₄ / methanol / 3 h

2: 92 percent / imidazole / dimethylformamide / 0.75 h / Ambient temperature

3: 98 percent / DMSO, dicyclohexyl carbodiimide, pyridine, trifluoroacetic acid / diethyl ether / 0 deg C then RT, 3 h

4: 82 percent / 3 h / 70 °C

5: 96 percent / aq. sodium hydroxide / ethanol / 3.5 h

6: 99 percent / pyridine / toluene / 1) -10 deg C, 30 min; 2) 0 deg C, 17 h

7: 73 percent / toluene / 72 h / 60 °C / 5250420 Torr

With pyridine; 1H-imidazole; sodium hydroxide; sodium tetrahydroborate; dimethyl sulfoxide; dicyclohexyl-carbodiimide; trifluoroacetic acid; In methanol; diethyl ether; ethanol; N,N-dimethyl-formamide; toluene;