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1,6-di-O-acetyl-2-O-benzoyl-3-deoxy-3-C-methyl-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-D-glucopyranose

Base Information
  • Chemical Name:1,6-di-O-acetyl-2-O-benzoyl-3-deoxy-3-C-methyl-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-D-glucopyranose
  • CAS No.:127542-74-9
  • Molecular Formula:C32H40O17
  • Molecular Weight:696.659
  • Hs Code.:
1,6-di-O-acetyl-2-O-benzoyl-3-deoxy-3-C-methyl-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-D-glucopyranose

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Chemical Property of 1,6-di-O-acetyl-2-O-benzoyl-3-deoxy-3-C-methyl-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-D-glucopyranose
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Technology Process of 1,6-di-O-acetyl-2-O-benzoyl-3-deoxy-3-C-methyl-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-D-glucopyranose

There total 11 articles about 1,6-di-O-acetyl-2-O-benzoyl-3-deoxy-3-C-methyl-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-D-glucopyranose 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:
Guidance literature:
Multi-step reaction with 11 steps
1: 36 percent / p-toluenesulfonic acid monohydrate / acetonitrile / 1.25 h / Ambient temperature
2: 1. NaH 2. (p-tolylsulfonyl)imidazole / 1. mineral oil, DMF, 2 h 2. 1 h
3: 2. pyridine / 1. THF, Et2O, 8 days heating 2. 18 h, room temperature
4: 92 percent / sodium methoxide / methanol / 20 h / Ambient temperature
5: 15.2 g / trifluoroacetic anhydride, methylsulfoxide / CH2Cl2 / 1.5 h / -60 °C
6: 80 percent / triethylamine / dimethylformamide / 20 h / Ambient temperature
7: 74 percent / LiAlH4 / diethyl ether / 4 h / 0 °C
8: 64 percent / pyridine / CH2Cl2 / 0 deg C to room temperature
9: 79 percent / NaBH3CN, saturated etheral hydrogen chloride, molecular sieve (3 Angstroem) / tetrahydrofuran / Ambient temperature
10: 74 percent / tetramethylurea, silver trifluoromethanesulfonate / CH2Cl2 / 16 h / Ambient temperature
11: 1. H2 2. pyridine / 1. Pd-C / 1. HOAc, 2 h 2. 2 h, room temperature
With pyridine; hydrogenchloride; lithium aluminium tetrahydride; 3 A molecular sieve; NaH 2. (p-tolylsulfonyl)imidazole; sodium methylate; silver trifluoromethanesulfonate; sodium hydride; sodium cyanoborohydride; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; trifluoroacetic anhydride; tetramethylurea; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jo00299a044
Guidance literature:
Multi-step reaction with 9 steps
1: 2. pyridine / 1. THF, Et2O, 8 days heating 2. 18 h, room temperature
2: 92 percent / sodium methoxide / methanol / 20 h / Ambient temperature
3: 15.2 g / trifluoroacetic anhydride, methylsulfoxide / CH2Cl2 / 1.5 h / -60 °C
4: 80 percent / triethylamine / dimethylformamide / 20 h / Ambient temperature
5: 74 percent / LiAlH4 / diethyl ether / 4 h / 0 °C
6: 64 percent / pyridine / CH2Cl2 / 0 deg C to room temperature
7: 79 percent / NaBH3CN, saturated etheral hydrogen chloride, molecular sieve (3 Angstroem) / tetrahydrofuran / Ambient temperature
8: 74 percent / tetramethylurea, silver trifluoromethanesulfonate / CH2Cl2 / 16 h / Ambient temperature
9: 1. H2 2. pyridine / 1. Pd-C / 1. HOAc, 2 h 2. 2 h, room temperature
With pyridine; hydrogenchloride; lithium aluminium tetrahydride; 3 A molecular sieve; sodium methylate; silver trifluoromethanesulfonate; sodium cyanoborohydride; dimethyl sulfoxide; triethylamine; trifluoroacetic anhydride; tetramethylurea; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo00299a044
Guidance literature:
Multi-step reaction with 8 steps
1: 92 percent / sodium methoxide / methanol / 20 h / Ambient temperature
2: 15.2 g / trifluoroacetic anhydride, methylsulfoxide / CH2Cl2 / 1.5 h / -60 °C
3: 80 percent / triethylamine / dimethylformamide / 20 h / Ambient temperature
4: 74 percent / LiAlH4 / diethyl ether / 4 h / 0 °C
5: 64 percent / pyridine / CH2Cl2 / 0 deg C to room temperature
6: 79 percent / NaBH3CN, saturated etheral hydrogen chloride, molecular sieve (3 Angstroem) / tetrahydrofuran / Ambient temperature
7: 74 percent / tetramethylurea, silver trifluoromethanesulfonate / CH2Cl2 / 16 h / Ambient temperature
8: 1. H2 2. pyridine / 1. Pd-C / 1. HOAc, 2 h 2. 2 h, room temperature
With pyridine; hydrogenchloride; lithium aluminium tetrahydride; 3 A molecular sieve; sodium methylate; silver trifluoromethanesulfonate; sodium cyanoborohydride; dimethyl sulfoxide; triethylamine; trifluoroacetic anhydride; tetramethylurea; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo00299a044
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