p-tolyl 2,3-O-dibenzyl-5-O-(4-methoxybenzyl)-1-thio-α-D-arabinofuranoside

Base Information

Chemical Name:p-tolyl 2,3-O-dibenzyl-5-O-(4-methoxybenzyl)-1-thio-α-D-arabinofuranoside
CAS No.:917590-93-3
Molecular Formula:C₃₄H₃₆O₅S
Molecular Weight:556.723
Hs Code.:

Synonyms:p-tolyl 2,3-O-dibenzyl-5-O-(4-methoxybenzyl)-1-thio-α-D-arabinofuranoside

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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 p-tolyl 2,3-O-dibenzyl-5-O-(4-methoxybenzyl)-1-thio-α-D-arabinofuranoside

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Technology Process of p-tolyl 2,3-O-dibenzyl-5-O-(4-methoxybenzyl)-1-thio-α-D-arabinofuranoside

There total 7 articles about p-tolyl 2,3-O-dibenzyl-5-O-(4-methoxybenzyl)-1-thio-α-D-arabinofuranoside 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: 91.0%

: 824-94-2
p-methoxybenzyl chloride

: 920281-46-5
2,3-di-O-benzyl-1-(p-tolylthio)-1-deoxy-α-D-arabinofuranoside

: 917590-93-3
p-tolyl 2,3-O-dibenzyl-5-O-(4-methoxybenzyl)-1-thio-α-D-arabinofuranoside

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; at 0 ℃; for 2h;
DOI:10.1021/ol062198j

Reference yield:

: 845868-93-1
1,2,3-tri-O-acetyl-5-O-t-butyldiphenylsilyl-D-arabinofuranose

: 917590-93-3
p-tolyl 2,3-O-dibenzyl-5-O-(4-methoxybenzyl)-1-thio-α-D-arabinofuranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 86 percent / BF₃*OEt₂ / CH₂Cl₂ / 0.5 h / 0 °C

2: 100 percent / NaOMe / methanol / 0.25 h / 20 °C

3: 98 percent / NaH / dimethylformamide / 2 h / 20 °C

4: 7.25 g / TBAF / tetrahydrofuran / 20 °C

5: 91 percent / NaH / dimethylformamide / 2 h / 0 °C

With boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; sodium methylate; sodium hydride; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ol062198j

Reference yield:

: 917590-92-2
p-tolyl 5-O-t-butyldiphenylsilyl-2,3-di-O-acetyl-1-thio-α-D-arabinofuranoside

: 917590-93-3
p-tolyl 2,3-O-dibenzyl-5-O-(4-methoxybenzyl)-1-thio-α-D-arabinofuranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 100 percent / NaOMe / methanol / 0.25 h / 20 °C

2: 98 percent / NaH / dimethylformamide / 2 h / 20 °C

3: 7.25 g / TBAF / tetrahydrofuran / 20 °C

4: 91 percent / NaH / dimethylformamide / 2 h / 0 °C

With tetrabutyl ammonium fluoride; sodium methylate; sodium hydride; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;
DOI:10.1021/ol062198j