Succinic acid mono-[(1R,2S)-2-((2R,3S,4R,5S,6R)-3-acetylamino-4-benzyloxy-6-methoxycarbonyl-6-methylsulfanyl-5-phenylsulfanyl-tetrahydro-pyran-2-yl)-2-benzyloxy-1-benzyloxymethyl-ethyl] ester

Base Information

Chemical Name:Succinic acid mono-[(1R,2S)-2-((2R,3S,4R,5S,6R)-3-acetylamino-4-benzyloxy-6-methoxycarbonyl-6-methylsulfanyl-5-phenylsulfanyl-tetrahydro-pyran-2-yl)-2-benzyloxy-1-benzyloxymethyl-ethyl] ester
CAS No.:188860-35-7
Molecular Formula:C₄₄H₄₉NO₁₁S₂
Molecular Weight:832.005
Hs Code.:

Succinic acid mono-[(1R,2S)-2-((2R,3S,4R,5S,6R)-3-acetylamino-4-benzyloxy-6-methoxycarbonyl-6-methylsulfanyl-5-phenylsulfanyl-tetrahydro-pyran-2-yl)-2-benzyloxy-1-benzyloxymethyl-ethyl] ester

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Chemical Property of Succinic acid mono-[(1R,2S)-2-((2R,3S,4R,5S,6R)-3-acetylamino-4-benzyloxy-6-methoxycarbonyl-6-methylsulfanyl-5-phenylsulfanyl-tetrahydro-pyran-2-yl)-2-benzyloxy-1-benzyloxymethyl-ethyl] ester

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Technology Process of Succinic acid mono-[(1R,2S)-2-((2R,3S,4R,5S,6R)-3-acetylamino-4-benzyloxy-6-methoxycarbonyl-6-methylsulfanyl-5-phenylsulfanyl-tetrahydro-pyran-2-yl)-2-benzyloxy-1-benzyloxymethyl-ethyl] ester

There total 8 articles about Succinic acid mono-[(1R,2S)-2-((2R,3S,4R,5S,6R)-3-acetylamino-4-benzyloxy-6-methoxycarbonyl-6-methylsulfanyl-5-phenylsulfanyl-tetrahydro-pyran-2-yl)-2-benzyloxy-1-benzyloxymethyl-ethyl] ester 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:

: 3111-52-2
potassium thiophenolate

: 188860-35-7
Succinic acid mono-[(1R,2S)-2-((2R,3S,4R,5S,6R)-3-acetylamino-4-benzyloxy-6-methoxycarbonyl-6-methylsulfanyl-5-phenylsulfanyl-tetrahydro-pyran-2-yl)-2-benzyloxy-1-benzyloxymethyl-ethyl] ester

Guidance literature:: Multi-step reaction with 6 steps

1: 2-methyl-propan-2-ol; tetrahydrofuran / 2.5 h / 4 °C

2: 78 percent / DBU / toluene / 8 h / 4 °C

3: 93 percent / pyridine, DMAP / CH₂Cl₂ / 1.) 4 deg C, 14 h; 2.) room temp., 4 h

4: 91 percent / Me₃SiOTf, molecular sleves 4 Angstroem / 1,2-dichloro-ethane / 2 h / 50 °C

5: 92 percent / 0.05 M NaOMe / methanol / 13 h / Ambient temperature

6: 63 percent / pyridine, DMAP / 17 h / 75 °C

With pyridine; dmap; trimethylsilyl trifluoromethanesulfonate; molecular sleves 4 Angstroem; sodium methylate; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; methanol; dichloromethane; 1,2-dichloro-ethane; toluene; tert-butyl alcohol;
DOI:10.1016/S0040-4039(97)00122-6

Reference yield:

: 188860-29-9
(4S,5R,6R)-6-((1S,2R)-2-Acetoxy-1,3-bis-benzyloxy-propyl)-5-acetylamino-4-benzyloxy-5,6-dihydro-4H-pyran-2-carboxylic acid methyl ester

: 188860-35-7
Succinic acid mono-[(1R,2S)-2-((2R,3S,4R,5S,6R)-3-acetylamino-4-benzyloxy-6-methoxycarbonyl-6-methylsulfanyl-5-phenylsulfanyl-tetrahydro-pyran-2-yl)-2-benzyloxy-1-benzyloxymethyl-ethyl] ester

Guidance literature:: Multi-step reaction with 7 steps

1: NBS / H₂O; acetonitrile / 2.5 h / 26 °C

2: 2-methyl-propan-2-ol; tetrahydrofuran / 2.5 h / 4 °C

3: 78 percent / DBU / toluene / 8 h / 4 °C

4: 93 percent / pyridine, DMAP / CH₂Cl₂ / 1.) 4 deg C, 14 h; 2.) room temp., 4 h

5: 91 percent / Me₃SiOTf, molecular sleves 4 Angstroem / 1,2-dichloro-ethane / 2 h / 50 °C

6: 92 percent / 0.05 M NaOMe / methanol / 13 h / Ambient temperature

7: 63 percent / pyridine, DMAP / 17 h / 75 °C

With pyridine; dmap; N-Bromosuccinimide; trimethylsilyl trifluoromethanesulfonate; molecular sleves 4 Angstroem; sodium methylate; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; methanol; dichloromethane; water; 1,2-dichloro-ethane; toluene; acetonitrile; tert-butyl alcohol;
DOI:10.1016/S0040-4039(97)00122-6

Reference yield:

: 123170-14-9
methyl 5-acetamido-4,7,9-tri-O-benzyl-2,3-didehydro-3,5-dideoxy-D-glycero-D-galacto-2-nonulopyranosonate

: 188860-35-7
Succinic acid mono-[(1R,2S)-2-((2R,3S,4R,5S,6R)-3-acetylamino-4-benzyloxy-6-methoxycarbonyl-6-methylsulfanyl-5-phenylsulfanyl-tetrahydro-pyran-2-yl)-2-benzyloxy-1-benzyloxymethyl-ethyl] ester

Guidance literature:: Multi-step reaction with 8 steps

1: 99 percent / pyridine / 10 h / 22 °C

2: NBS / H₂O; acetonitrile / 2.5 h / 26 °C

3: 2-methyl-propan-2-ol; tetrahydrofuran / 2.5 h / 4 °C

4: 78 percent / DBU / toluene / 8 h / 4 °C

5: 93 percent / pyridine, DMAP / CH₂Cl₂ / 1.) 4 deg C, 14 h; 2.) room temp., 4 h

6: 91 percent / Me₃SiOTf, molecular sleves 4 Angstroem / 1,2-dichloro-ethane / 2 h / 50 °C

7: 92 percent / 0.05 M NaOMe / methanol / 13 h / Ambient temperature

8: 63 percent / pyridine, DMAP / 17 h / 75 °C

With pyridine; dmap; N-Bromosuccinimide; trimethylsilyl trifluoromethanesulfonate; molecular sleves 4 Angstroem; sodium methylate; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; methanol; dichloromethane; water; 1,2-dichloro-ethane; toluene; acetonitrile; tert-butyl alcohol;
DOI:10.1016/S0040-4039(97)00122-6