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

Base Information

Chemical Name:methyl 6-O-benzyl-3,4-O-carbonyl-2-deoxy-2-phthalimido-1-thio-β-D-galactopyranoside
CAS No.:139525-97-6
Molecular Formula:C₂₃H₂₁NO₇S
Molecular Weight:455.488
Hs Code.:

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

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

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

There total 3 articles about methyl 6-O-benzyl-3,4-O-carbonyl-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: 82.0%

: 139525-95-4
methyl 6-O-benzyl-2-deoxy-3-O-(phenylcarbamoyl)-2-phthalimido-1-thio-β-D-glucopyranoside

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

Guidance literature:: With diethylamino-sulfur trifluoride; In tetrahydrofuran; at 50 ℃; for 5h;
DOI:10.1021/jo00032a601

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 3 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

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

Reference yield:

: 139525-93-2
methyl 4,6-O-benzylidene-2-deoxy-3-O-(phenylcarbamoyl)-2-phthalimido-1-thio-β-D-glucopyranoside

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

Guidance literature:: Multi-step reaction with 2 steps

1: 72 percent / BH₃*Me₃N, AlCl₃, molecular sieve 4A / tetrahydrofuran / 18 h / Ambient temperature

2: 82 percent / Et₂NSF₃ / tetrahydrofuran / 5 h / 50 °C

With aluminium trichloride; diethylamino-sulfur trifluoride; trimethylamine-borane; 4 A molecular sieve; In tetrahydrofuran;
DOI:10.1021/jo00032a601