methyl (phenyl 4,7,8,9-tetra-O-acetyl-3,5-dideoxy-2-thio-5-(2,2,2-trichloroethoxycarbonylamino)-D-glycero-β-D-galacto-2-nonulopyranosid)onate

Base Information

Chemical Name:methyl (phenyl 4,7,8,9-tetra-O-acetyl-3,5-dideoxy-2-thio-5-(2,2,2-trichloroethoxycarbonylamino)-D-glycero-β-D-galacto-2-nonulopyranosid)onate
CAS No.:402948-43-0
Molecular Formula:C₂₇H₃₂Cl₃NO₁₃S
Molecular Weight:716.975
Hs Code.:

Synonyms:methyl (phenyl 4,7,8,9-tetra-O-acetyl-3,5-dideoxy-2-thio-5-(2,2,2-trichloroethoxycarbonylamino)-D-glycero-β-D-galacto-2-nonulopyranosid)onate

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Chemical Property of methyl (phenyl 4,7,8,9-tetra-O-acetyl-3,5-dideoxy-2-thio-5-(2,2,2-trichloroethoxycarbonylamino)-D-glycero-β-D-galacto-2-nonulopyranosid)onate

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Technology Process of methyl (phenyl 4,7,8,9-tetra-O-acetyl-3,5-dideoxy-2-thio-5-(2,2,2-trichloroethoxycarbonylamino)-D-glycero-β-D-galacto-2-nonulopyranosid)onate

There total 5 articles about methyl (phenyl 4,7,8,9-tetra-O-acetyl-3,5-dideoxy-2-thio-5-(2,2,2-trichloroethoxycarbonylamino)-D-glycero-β-D-galacto-2-nonulopyranosid)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: 94.0%

: 108-24-7
acetic anhydride

: 402948-42-9
methyl [phenyl 5-(2,2,2-trichloroethoxycarbonylamino)-3,5-dideoxy-2-thio-β-D-glycero-D-galacto-2-nonulopyranosid]onate

: 402948-43-0
methyl (phenyl 4,7,8,9-tetra-O-acetyl-3,5-dideoxy-2-thio-5-(2,2,2-trichloroethoxycarbonylamino)-D-glycero-β-D-galacto-2-nonulopyranosid)onate

Guidance literature:: With pyridine; at 20 ℃; for 24h;
DOI:10.1021/jo015930v

Reference yield:

: 118977-25-6
methyl (phenyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-2-thio-D-glycerol-β-D-galactonon-2-ulopyranoside)onate

: 402948-43-0
methyl (phenyl 4,7,8,9-tetra-O-acetyl-3,5-dideoxy-2-thio-5-(2,2,2-trichloroethoxycarbonylamino)-D-glycero-β-D-galacto-2-nonulopyranosid)onate

Guidance literature:: Multi-step reaction with 3 steps

1: methanesulfonic acid / methanol / 12 h / 60 °C

2: Et₃N / acetonitrile; H₂O / 2.5 h / 20 °C

3: 450 mg / DMAP; pyridine / 3 h / 20 °C

With pyridine; dmap; methanesulfonic acid; triethylamine; In methanol; water; acetonitrile;
DOI:10.1002/chem.200400840

Reference yield:

: 367922-37-0
(2R,4S,5R,6R)-5-Amino-4-hydroxy-2-phenylsulfanyl-6-((1R,2R)-1,2,3-trihydroxy-propyl)-tetrahydro-pyran-2-carboxylic acid methyl ester

: 402948-43-0
methyl (phenyl 4,7,8,9-tetra-O-acetyl-3,5-dideoxy-2-thio-5-(2,2,2-trichloroethoxycarbonylamino)-D-glycero-β-D-galacto-2-nonulopyranosid)onate

Guidance literature:: Multi-step reaction with 2 steps

1: Et₃N / acetonitrile; H₂O / 2.5 h / 20 °C

2: 450 mg / DMAP; pyridine / 3 h / 20 °C

With pyridine; dmap; triethylamine; In water; acetonitrile;
DOI:10.1002/chem.200400840