1,5-anhydro-2-deoxy-4,6-O-[(S)-phenylmethylene]-2-tert-butyldimethylsilyl-1-[(S(s))-phenylsulfinyl]-D-erythro-pent-1-enitol

Base Information

Chemical Name:1,5-anhydro-2-deoxy-4,6-O-[(S)-phenylmethylene]-2-tert-butyldimethylsilyl-1-[(S(s))-phenylsulfinyl]-D-erythro-pent-1-enitol
CAS No.:1374871-18-7
Molecular Formula:C₂₅H₃₂O₅SSi
Molecular Weight:472.678
Hs Code.:

Synonyms:1,5-anhydro-2-deoxy-4,6-O-[(S)-phenylmethylene]-2-tert-butyldimethylsilyl-1-[(S(s))-phenylsulfinyl]-D-erythro-pent-1-enitol

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Chemical Property of 1,5-anhydro-2-deoxy-4,6-O-[(S)-phenylmethylene]-2-tert-butyldimethylsilyl-1-[(S(s))-phenylsulfinyl]-D-erythro-pent-1-enitol

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Technology Process of 1,5-anhydro-2-deoxy-4,6-O-[(S)-phenylmethylene]-2-tert-butyldimethylsilyl-1-[(S(s))-phenylsulfinyl]-D-erythro-pent-1-enitol

There total 1 articles about 1,5-anhydro-2-deoxy-4,6-O-[(S)-phenylmethylene]-2-tert-butyldimethylsilyl-1-[(S(s))-phenylsulfinyl]-D-erythro-pent-1-enitol 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%

: 1374871-16-5
4,6-O-benzylidene-2,3-bis-O-(tert-butyldimethylsilyl)-1-[(S(s))-phenylsulfinyl]-β-D-galactopyranoside

: 1374871-17-6
1,5-anhydro-2-deoxy-4,6-O-[(S)-phenylmethylene]-3-O-(tert-butyldimethylsilyl)-1-[(S(s))-phenylsulfinyl]-D-lyxo-hex-1-enitol

: 1374871-18-7
1,5-anhydro-2-deoxy-4,6-O-[(S)-phenylmethylene]-2-tert-butyldimethylsilyl-1-[(S(s))-phenylsulfinyl]-D-erythro-pent-1-enitol

Guidance literature:: With n-butyllithium; diisopropylamine; In tetrahydrofuran; hexane; at -78 ℃; for 1.5h; Inert atmosphere;
DOI:10.1055/s-0031-1289721

Reference yield:

: 1374871-18-7
1,5-anhydro-2-deoxy-4,6-O-[(S)-phenylmethylene]-2-tert-butyldimethylsilyl-1-[(S(s))-phenylsulfinyl]-D-erythro-pent-1-enitol

: 945-51-7
1,1'-sulfinylbisbenzene

Guidance literature:: Multi-step reaction with 3 steps

1.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1.5 h / 20 °C / Inert atmosphere

2.1: 1H-imidazole / N,N-dimethyl-formamide / 2 h / 20 °C / Inert atmosphere

3.1: tetrahydrofuran; dibutyl ether / 0.08 h / -78 °C / Inert atmosphere

3.2: 2 h / -78 °C / Inert atmosphere

With 1H-imidazole; tetrabutyl ammonium fluoride; In tetrahydrofuran; dibutyl ether; N,N-dimethyl-formamide;
DOI:10.1055/s-0031-1289721