1,5-anhydro-2,4,6-trideoxy-3-O-(triethylsilyl)-4-<(2,4-dinitrophenyl)thio>-D-ribo-hex-1-enopyranose

Base Information

Chemical Name:1,5-anhydro-2,4,6-trideoxy-3-O-(triethylsilyl)-4-<(2,4-dinitrophenyl)thio>-D-ribo-hex-1-enopyranose
CAS No.:168567-23-5
Molecular Formula:C₁₈H₂₆N₂O₆SSi
Molecular Weight:426.566
Hs Code.:

Synonyms:1,5-anhydro-2,4,6-trideoxy-3-O-(triethylsilyl)-4-<(2,4-dinitrophenyl)thio>-D-ribo-hex-1-enopyranose

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Chemical Property of 1,5-anhydro-2,4,6-trideoxy-3-O-(triethylsilyl)-4-<(2,4-dinitrophenyl)thio>-D-ribo-hex-1-enopyranose

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Technology Process of 1,5-anhydro-2,4,6-trideoxy-3-O-(triethylsilyl)-4-<(2,4-dinitrophenyl)thio>-D-ribo-hex-1-enopyranose

There total 11 articles about 1,5-anhydro-2,4,6-trideoxy-3-O-(triethylsilyl)-4-<(2,4-dinitrophenyl)thio>-D-ribo-hex-1-enopyranose 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: 96.0%

: 79271-56-0
triethylsilyl trifluoromethyl sulfonate

: 134262-67-2
1,5-anhydro-2,4,6-trideoxy-4-<(2,4-dinitrophenyl)thio>-D-ribo-hex-1-enopyranose

: 168567-23-5
1,5-anhydro-2,4,6-trideoxy-3-O-(triethylsilyl)-4-<(2,4-dinitrophenyl)thio>-D-ribo-hex-1-enopyranose

Guidance literature:: With pyridine; dmap; In dichloromethane; at 0 - 25 ℃; for 5h;
DOI:10.1021/ja00126a013

Reference yield:

: 125848-20-6
phenyl 2,3-dideoxy-1-thio-6-O-tosyl-α-D-threo-hex-2-enopyranoside

: 168567-23-5
1,5-anhydro-2,4,6-trideoxy-3-O-(triethylsilyl)-4-<(2,4-dinitrophenyl)thio>-D-ribo-hex-1-enopyranose

Guidance literature:: Multi-step reaction with 8 steps

1: 91 percent / LiAlH₄ / tetrahydrofuran / 0.5 h / Heating

2: Et₃N / CH₂Cl₂ / 0.5 h / 0 °C

3: dimethylformamide / Ambient temperature

4: LiAlH₄ / tetrahydrofuran / 1 h / 0 °C

5: tetrahydrofuran / Ambient temperature

6: m-CPBA / CH₂Cl₂ / 0.5 h / -48 °C

7: Et₂NH / tetrahydrofuran / 3 h / Ambient temperature

8: 96 percent / pyridine, DMAP / CH₂Cl₂ / 5 h / 0 - 25 °C

With pyridine; dmap; lithium aluminium tetrahydride; diethylamine; triethylamine; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ja00126a013

Reference yield:

: 125848-21-7
Methanesulfonic acid (2R,3R,6R)-2-methyl-6-phenylsulfanyl-3,6-dihydro-2H-pyran-3-yl ester

: 168567-23-5
1,5-anhydro-2,4,6-trideoxy-3-O-(triethylsilyl)-4-<(2,4-dinitrophenyl)thio>-D-ribo-hex-1-enopyranose

Guidance literature:: Multi-step reaction with 6 steps

1: dimethylformamide / Ambient temperature

2: LiAlH₄ / tetrahydrofuran / 1 h / 0 °C

3: tetrahydrofuran / Ambient temperature

4: m-CPBA / CH₂Cl₂ / 0.5 h / -48 °C

5: Et₂NH / tetrahydrofuran / 3 h / Ambient temperature

6: 96 percent / pyridine, DMAP / CH₂Cl₂ / 5 h / 0 - 25 °C

With pyridine; dmap; lithium aluminium tetrahydride; diethylamine; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ja00126a013