methyl 3,4-di-O-acetyl-6-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-galactopyranoside

Base Information

Chemical Name:methyl 3,4-di-O-acetyl-6-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-galactopyranoside
CAS No.:139525-89-6
Molecular Formula:C₂₆H₂₇NO₈S
Molecular Weight:513.568
Hs Code.:

Synonyms:methyl 3,4-di-O-acetyl-6-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-galactopyranoside

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of methyl 3,4-di-O-acetyl-6-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-galactopyranoside

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Technology Process of methyl 3,4-di-O-acetyl-6-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-galactopyranoside

There total 5 articles about methyl 3,4-di-O-acetyl-6-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-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: 99.0%

: 108-24-7
acetic anhydride

: 139525-99-8
methyl 6-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-galactopyranoside

: 139525-89-6
methyl 3,4-di-O-acetyl-6-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-galactopyranoside

Guidance literature:: With pyridine; dmap; In dichloromethane; for 18h; Ambient temperature;
DOI:10.1021/jo00032a601

Reference yield:

: 139627-56-8
Methyl 4,6-O-benzylidene-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

: 139525-89-6
methyl 3,4-di-O-acetyl-6-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 99 percent / pyridine, dimethylaminopyridine / 1,2-dichloro-ethane / 4 h / 50 °C

2: 72 percent / BH₃*Me₃N, AlCl₃, molecular sieve 4A / tetrahydrofuran / 18 h / Ambient temperature

3: 82 percent / Et₂NSF₃ / tetrahydrofuran / 5 h / 50 °C

4: 94 percent / 1M NaOMe / CH₂Cl₂; methanol / 1 h / 0 °C

5: 99 percent / pyridine, 4-dimethylaminopyridine / CH₂Cl₂ / 18 h / Ambient temperature

With pyridine; dmap; aluminium trichloride; diethylamino-sulfur trifluoride; trimethylamine-borane; 4 A molecular sieve; sodium methylate; In tetrahydrofuran; methanol; dichloromethane; 1,2-dichloro-ethane;
DOI:10.1021/jo00032a601

Reference yield:

: 139525-97-6
methyl 6-O-benzyl-3,4-O-carbonyl-2-deoxy-2-phthalimido-1-thio-β-D-galactopyranoside

: 139525-89-6
methyl 3,4-di-O-acetyl-6-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 94 percent / 1M NaOMe / CH₂Cl₂; methanol / 1 h / 0 °C

2: 99 percent / pyridine, 4-dimethylaminopyridine / CH₂Cl₂ / 18 h / Ambient temperature

With pyridine; dmap; sodium methylate; In methanol; dichloromethane;
DOI:10.1021/jo00032a601