methyl 3-C-(2,6-anhydro-4,5,7-tri-O-benzyl-3-deoxy-3-<(S)-phenylsulfinyl>-D-galacto-hept-2-enit-1-yl)-2,4,6-tri-O-benzyl-3-deoxy-α-D-galactopyranoside

Base Information

Chemical Name:methyl 3-C-(2,6-anhydro-4,5,7-tri-O-benzyl-3-deoxy-3-<(S)-phenylsulfinyl>-D-galacto-hept-2-enit-1-yl)-2,4,6-tri-O-benzyl-3-deoxy-α-D-galactopyranoside
CAS No.:142656-79-9
Molecular Formula:C₆₂H₆₄O₁₁S
Molecular Weight:1017.25
Hs Code.:

methyl 3-C-(2,6-anhydro-4,5,7-tri-O-benzyl-3-deoxy-3-<(S)-phenylsulfinyl>-D-galacto-hept-2-enit-1-yl)-2,4,6-tri-O-benzyl-3-deoxy-α-D-galactopyranoside

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Chemical Property of methyl 3-C-(2,6-anhydro-4,5,7-tri-O-benzyl-3-deoxy-3-<(S)-phenylsulfinyl>-D-galacto-hept-2-enit-1-yl)-2,4,6-tri-O-benzyl-3-deoxy-α-D-galactopyranoside

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Technology Process of methyl 3-C-(2,6-anhydro-4,5,7-tri-O-benzyl-3-deoxy-3-<(S)-phenylsulfinyl>-D-galacto-hept-2-enit-1-yl)-2,4,6-tri-O-benzyl-3-deoxy-α-D-galactopyranoside

There total 5 articles about methyl 3-C-(2,6-anhydro-4,5,7-tri-O-benzyl-3-deoxy-3-<(S)-phenylsulfinyl>-D-galacto-hept-2-enit-1-yl)-2,4,6-tri-O-benzyl-3-deoxy-α-D-galactopyranoside 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:

: 55697-50-2
methyl 2,4,6-tri-O-benzyl-α-D-galactopyranoside

: 142656-79-9
methyl 3-C-(2,6-anhydro-4,5,7-tri-O-benzyl-3-deoxy-3-<(S)-phenylsulfinyl>-D-galacto-hept-2-enit-1-yl)-2,4,6-tri-O-benzyl-3-deoxy-α-D-galactopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 92 percent / Ac₂O, DMSO / 12 h / Ambient temperature

2: 92 percent / tetrahydrofuran / 1) -40 to 0 deg C, 1 h, 2) 0 deg C, 1 h

3: 1) 9-BBN, 2) 10percent aq. NaOH, 30percent aq. H₂O₂ / 1) THF, 4 h, reflux, 2) 0 deg C, 30 min

4: 1) (COCl)2, DMSO, 2) NEt₃ / 1a) CH₂Cl₂, -80 deg C, 20 min, 1b) -60 deg C, 20 min, 2) 45 min

5: 1) LDA, 2) HMPT / 1) THF, -100 deg C, 30 min, 2) 30 min

With N,N,N,N,N,N-hexamethylphosphoric triamide; sodium hydroxide; 9-borabicyclo[3.3.1]nonane dimer; oxalyl dichloride; dihydrogen peroxide; acetic anhydride; dimethyl sulfoxide; triethylamine; lithium diisopropyl amide; In tetrahydrofuran;

Reference yield:

: 142698-89-3
methyl 2,4,6-tri-O-benzyl-α-D-xylo-hexopyranosid-3-ulose

: 142656-79-9
methyl 3-C-(2,6-anhydro-4,5,7-tri-O-benzyl-3-deoxy-3-<(S)-phenylsulfinyl>-D-galacto-hept-2-enit-1-yl)-2,4,6-tri-O-benzyl-3-deoxy-α-D-galactopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 92 percent / tetrahydrofuran / 1) -40 to 0 deg C, 1 h, 2) 0 deg C, 1 h

2: 1) 9-BBN, 2) 10percent aq. NaOH, 30percent aq. H₂O₂ / 1) THF, 4 h, reflux, 2) 0 deg C, 30 min

3: 1) (COCl)2, DMSO, 2) NEt₃ / 1a) CH₂Cl₂, -80 deg C, 20 min, 1b) -60 deg C, 20 min, 2) 45 min

4: 1) LDA, 2) HMPT / 1) THF, -100 deg C, 30 min, 2) 30 min

With N,N,N,N,N,N-hexamethylphosphoric triamide; sodium hydroxide; 9-borabicyclo[3.3.1]nonane dimer; oxalyl dichloride; dihydrogen peroxide; dimethyl sulfoxide; triethylamine; lithium diisopropyl amide; In tetrahydrofuran;

Reference yield:

: 142656-76-6
methyl 2,4,6-tri-O-benzyl-3-deoxy-3-C-(methylene)-α-D-xylohex-3-ulopyranoside

: 142656-79-9
methyl 3-C-(2,6-anhydro-4,5,7-tri-O-benzyl-3-deoxy-3-<(S)-phenylsulfinyl>-D-galacto-hept-2-enit-1-yl)-2,4,6-tri-O-benzyl-3-deoxy-α-D-galactopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 1) 9-BBN, 2) 10percent aq. NaOH, 30percent aq. H₂O₂ / 1) THF, 4 h, reflux, 2) 0 deg C, 30 min

2: 1) (COCl)2, DMSO, 2) NEt₃ / 1a) CH₂Cl₂, -80 deg C, 20 min, 1b) -60 deg C, 20 min, 2) 45 min

3: 1) LDA, 2) HMPT / 1) THF, -100 deg C, 30 min, 2) 30 min

With N,N,N,N,N,N-hexamethylphosphoric triamide; sodium hydroxide; 9-borabicyclo[3.3.1]nonane dimer; oxalyl dichloride; dihydrogen peroxide; dimethyl sulfoxide; triethylamine; lithium diisopropyl amide;