2,3,6-tri-O-(4-methoxyphenyl)methyl-4-O-acetyl-5-deoxy-5-thio-α-D-glucopyranose

Base Information

Chemical Name:2,3,6-tri-O-(4-methoxyphenyl)methyl-4-O-acetyl-5-deoxy-5-thio-α-D-glucopyranose
CAS No.:865166-89-8
Molecular Formula:C₃₂H₃₈O₉S
Molecular Weight:598.714
Hs Code.:

Synonyms:2,3,6-tri-O-(4-methoxyphenyl)methyl-4-O-acetyl-5-deoxy-5-thio-α-D-glucopyranose

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Chemical Property of 2,3,6-tri-O-(4-methoxyphenyl)methyl-4-O-acetyl-5-deoxy-5-thio-α-D-glucopyranose

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Technology Process of 2,3,6-tri-O-(4-methoxyphenyl)methyl-4-O-acetyl-5-deoxy-5-thio-α-D-glucopyranose

There total 9 articles about 2,3,6-tri-O-(4-methoxyphenyl)methyl-4-O-acetyl-5-deoxy-5-thio-α-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:

Reference yield: 81.0%

: 865167-25-5
Acetic acid (2R,3S,4S,5R,6S)-6-acetoxy-4,5-bis-(4-methoxy-benzyloxy)-2-(4-methoxy-benzyloxymethyl)-tetrahydro-thiopyran-3-yl ester

: 865166-89-8
2,3,6-tri-O-(4-methoxyphenyl)methyl-4-O-acetyl-5-deoxy-5-thio-α-D-glucopyranose

Guidance literature:: With hydrazinium monoacetate; In N,N-dimethyl-formamide; at 20 ℃; for 9h;
DOI:10.1016/j.bmc.2005.05.028

Reference yield: 71.0%

: 865167-27-7
Acetic acid (2R,3S,4S,5R,6S)-4,5-bis-(4-methoxy-benzyloxy)-2-(4-methoxy-benzyloxymethyl)-6-(tetrahydro-pyran-2-yloxy)-tetrahydro-thiopyran-3-yl ester

: 865166-89-8
2,3,6-tri-O-(4-methoxyphenyl)methyl-4-O-acetyl-5-deoxy-5-thio-α-D-glucopyranose

Guidance literature:: With perchloric acid; In tetrahydrofuran; methanol; at 20 ℃; for 6h;
DOI:10.1016/j.bmc.2005.05.028

Reference yield:

: 865166-82-1
tetrahydropyran-2-yl 4,6-O-(4-methoxyphenyl)methylidene-5-deoxy-5-thio-α-D-glucopyranoside

: 865166-89-8
2,3,6-tri-O-(4-methoxyphenyl)methyl-4-O-acetyl-5-deoxy-5-thio-α-D-glucopyranose

Guidance literature:: Multi-step reaction with 4 steps

1: 100 percent / NaH / dimethylformamide; toluene / 2 h / 20 °C

2: 28 percent / BH₃*NMe₃; AlCl₃ / tetrahydrofuran / 1.5 h / -15 °C

3: 100 percent / pyridine / 6 h / 20 °C

4: 81 percent / hydrazine acetate / dimethylformamide / 9 h / 20 °C

With pyridine; aluminium trichloride; trimethylamine-borane; hydrazinium monoacetate; sodium hydride; In tetrahydrofuran; N,N-dimethyl-formamide; toluene;
DOI:10.1016/j.bmc.2005.05.028