phenyl 3,5-di-O-benzoyl-1-thio-2-O-triisopropylsilyl-α-D-arabinofuranoside

Base Information

Chemical Name:phenyl 3,5-di-O-benzoyl-1-thio-2-O-triisopropylsilyl-α-D-arabinofuranoside
CAS No.:1621691-56-2
Molecular Formula:C₃₄H₄₂O₆SSi
Molecular Weight:606.855
Hs Code.:

Synonyms:phenyl 3,5-di-O-benzoyl-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 phenyl 3,5-di-O-benzoyl-1-thio-2-O-triisopropylsilyl-α-D-arabinofuranoside

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Technology Process of phenyl 3,5-di-O-benzoyl-1-thio-2-O-triisopropylsilyl-α-D-arabinofuranoside

There total 1 articles about phenyl 3,5-di-O-benzoyl-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: 98.0%

: 1379681-43-2
phenyl 3,5-di-O-benzoyl-1-thio-α-D-arabinofuranoside

: 80522-42-5
triisopropylsilyl trifluoromethanesulfonate

: 1621691-56-2
phenyl 3,5-di-O-benzoyl-1-thio-2-O-triisopropylsilyl-α-D-arabinofuranoside

Guidance literature:: With 2,4,6-trimethyl-pyridine; In N,N-dimethyl-formamide; at 90 ℃; for 1h;
DOI:10.1016/j.carres.2014.05.017

Reference yield: 89.0%

: 1621691-56-2
phenyl 3,5-di-O-benzoyl-1-thio-2-O-triisopropylsilyl-α-D-arabinofuranoside

: 1621691-57-3
phenyl 2-O-triisopropylsilyl-1-thio-α-D-arabinofuranoside

Guidance literature:: phenyl 3,5-di-O-benzoyl-1-thio-2-O-triisopropylsilyl-α-D-arabinofuranoside; With sodium methylate; In methanol; at 20 ℃; for 48h;

In methanol;
DOI:10.1016/j.carres.2014.05.017

Reference yield:

: 1621691-56-2
phenyl 3,5-di-O-benzoyl-1-thio-2-O-triisopropylsilyl-α-D-arabinofuranoside

: 4-(2-chloroethoxy)phenyl 2-O-[3,5-di-O-benzoyl-D-arabinofuranosyl]-α-D-arabinofuranoside

Guidance literature:: Multi-step reaction with 5 steps

1.1: sodium methylate / methanol / 48 h / 20 °C

1.2: Dowex 50Wx₄ (H⁺) ion-exchange resin

2.1: sodium 2,2,2-trifluoroacetate / dichloromethane / 3 h / 0 - 20 °C

3.1: dichloromethane / 1 h / 22 °C / Inert atmosphere; Molecular sieve

3.2: 1 h / -78 - 10 °C / Inert atmosphere; Molecular sieve

3.3: 0.67 h / 20 °C

4.1: pyridine / 1 h / 0 °C

5.1: acetic acid; tetrabutyl ammonium fluoride / tetrahydrofuran / 24 h / 0 - 20 °C / Inert atmosphere

With pyridine; tetrabutyl ammonium fluoride; sodium methylate; sodium 2,2,2-trifluoroacetate; acetic acid; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1016/j.carres.2014.05.017