p-tolyl 3,5-O-(di-tert-butylsilylene)-1-thio-2-O-triisopropylsilyl-α-D-arabinofuranoside

Base Information

Chemical Name:p-tolyl 3,5-O-(di-tert-butylsilylene)-1-thio-2-O-triisopropylsilyl-α-D-arabinofuranoside
CAS No.:917590-99-9
Molecular Formula:C₂₉H₅₂O₄SSi₂
Molecular Weight:552.966
Hs Code.:

Synonyms:p-tolyl 3,5-O-(di-tert-butylsilylene)-1-thio-2-O-triisopropylsilyl-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 3,5-O-(di-tert-butylsilylene)-1-thio-2-O-triisopropylsilyl-α-D-arabinofuranoside

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Technology Process of p-tolyl 3,5-O-(di-tert-butylsilylene)-1-thio-2-O-triisopropylsilyl-α-D-arabinofuranoside

There total 6 articles about p-tolyl 3,5-O-(di-tert-butylsilylene)-1-thio-2-O-triisopropylsilyl-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: 53.0%

: 917590-98-8
p-tolyl 3,5-O-(di-tert-butylsilanediyl)-1-thio-α-D-arabinofuranoside

: 80522-42-5
triisopropylsilyl trifluoromethanesulfonate

: 917590-99-9
p-tolyl 3,5-O-(di-tert-butylsilylene)-1-thio-2-O-triisopropylsilyl-α-D-arabinofuranoside

Guidance literature:: With 2,6-dimethylpyridine; In N,N-dimethyl-formamide; at 90 ℃; for 4h;
DOI:10.1021/ol062198j

Reference yield:

: 4-methylphenyl 2,3-di-O-acetyl-1-thio-α-D-arabinofuranoside

: 917590-99-9
p-tolyl 3,5-O-(di-tert-butylsilylene)-1-thio-2-O-triisopropylsilyl-α-D-arabinofuranoside

Guidance literature:: Multi-step reaction with 3 steps

1: NaOMe / methanol / 0.25 h / 20 °C

2: 45 percent / imidazole / dimethylformamide / 0 - 20 °C

3: 53 percent / 2,6-lutidine / dimethylformamide / 4 h / 90 °C

With 1H-imidazole; 2,6-dimethylpyridine; sodium methylate; In methanol; N,N-dimethyl-formamide;
DOI:10.1021/ol062198j

Reference yield:

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

: 917590-99-9
p-tolyl 3,5-O-(di-tert-butylsilylene)-1-thio-2-O-triisopropylsilyl-α-D-arabinofuranoside

Guidance literature:: Multi-step reaction with 5 steps

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

2: TBAF / tetrahydrofuran / 20 °C

3: NaOMe / methanol / 0.25 h / 20 °C

4: 45 percent / imidazole / dimethylformamide / 0 - 20 °C

5: 53 percent / 2,6-lutidine / dimethylformamide / 4 h / 90 °C

With 1H-imidazole; 2,6-dimethylpyridine; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; sodium methylate; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ol062198j