1,5-anhydro-3-O-benzyl-6-O-tert-butyldimetylsilyl-2-deoxy-D-lyxo-hex-1-enopyranose

Base Information

Chemical Name:1,5-anhydro-3-O-benzyl-6-O-tert-butyldimetylsilyl-2-deoxy-D-lyxo-hex-1-enopyranose
CAS No.:136233-14-2
Molecular Formula:C₁₉H₃₀O₄Si
Molecular Weight:350.53
Hs Code.:

Synonyms:1,5-anhydro-3-O-benzyl-6-O-tert-butyldimetylsilyl-2-deoxy-D-lyxo-hex-1-enopyranose

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Chemical Property of 1,5-anhydro-3-O-benzyl-6-O-tert-butyldimetylsilyl-2-deoxy-D-lyxo-hex-1-enopyranose

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Technology Process of 1,5-anhydro-3-O-benzyl-6-O-tert-butyldimetylsilyl-2-deoxy-D-lyxo-hex-1-enopyranose

There total 3 articles about 1,5-anhydro-3-O-benzyl-6-O-tert-butyldimetylsilyl-2-deoxy-D-lyxo-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: 69.0%

: 100-39-0
benzyl bromide

: 18162-48-6
tert-butyldimethylsilyl chloride

: 21193-75-9
D-galactal

: 136233-14-2
1,5-anhydro-3-O-benzyl-6-O-tert-butyldimetylsilyl-2-deoxy-D-lyxo-hex-1-enopyranose

Guidance literature:: benzyl bromide; D-galactal; With tetrabutylammomium bromide; di(n-butyl)tin oxide; N-ethyl-N,N-diisopropylamine; at 70 ℃; for 2.5h;

tert-butyldimethylsilyl chloride; With pyridine; tetrabutylammomium bromide; at 20 ℃; for 1h; regioselective reaction;
DOI:10.3762/bjoc.12.271

Reference yield:

: C₂₄H₅₀O₄SiSn

: 100-39-0
benzyl bromide

: 136233-14-2
1,5-anhydro-3-O-benzyl-6-O-tert-butyldimetylsilyl-2-deoxy-D-lyxo-hex-1-enopyranose

Guidance literature:: With tetrabutylammomium bromide; In toluene; at 125 ℃; for 0.166667h; Microwave irradiation;
DOI:10.1080/07328303.2012.698438

Reference yield:

: 124751-19-5
(2R,3R,4R)-2-(((tert-butyldimethylsilyl)oxy)methyl)-3,4-dihydro-2H-pyran-3,4-diol

: 136233-14-2
1,5-anhydro-3-O-benzyl-6-O-tert-butyldimetylsilyl-2-deoxy-D-lyxo-hex-1-enopyranose

Guidance literature:: Multi-step reaction with 2 steps

1: toluene / 0.5 h / 125 °C / Microwave irradiation

2: tetrabutylammomium bromide / toluene / 0.17 h / 125 °C / Microwave irradiation

With tetrabutylammomium bromide; In toluene;
DOI:10.1080/07328303.2012.698438