(S)-1-((2R,3S,4S,5S,6S)-5-Allyloxy-3,4-bis-benzyloxy-6-methoxy-tetrahydro-pyran-2-yl)-2-benzyloxy-ethanol

Base Information

Chemical Name:(S)-1-((2R,3S,4S,5S,6S)-5-Allyloxy-3,4-bis-benzyloxy-6-methoxy-tetrahydro-pyran-2-yl)-2-benzyloxy-ethanol
CAS No.:211231-13-9
Molecular Formula:C₃₂H₃₈O₇
Molecular Weight:534.65
Hs Code.:

Synonyms:(S)-1-((2R,3S,4S,5S,6S)-5-Allyloxy-3,4-bis-benzyloxy-6-methoxy-tetrahydro-pyran-2-yl)-2-benzyloxy-ethanol

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Chemical Property of (S)-1-((2R,3S,4S,5S,6S)-5-Allyloxy-3,4-bis-benzyloxy-6-methoxy-tetrahydro-pyran-2-yl)-2-benzyloxy-ethanol

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Technology Process of (S)-1-((2R,3S,4S,5S,6S)-5-Allyloxy-3,4-bis-benzyloxy-6-methoxy-tetrahydro-pyran-2-yl)-2-benzyloxy-ethanol

There total 4 articles about (S)-1-((2R,3S,4S,5S,6S)-5-Allyloxy-3,4-bis-benzyloxy-6-methoxy-tetrahydro-pyran-2-yl)-2-benzyloxy-ethanol 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: 32.0%

: 3587-60-8
Benzyloxymethyl chloride

: (2S,3S,4S,5S,6S)-5-Allyloxy-3,4-bis-benzyloxy-6-methoxy-tetrahydro-pyran-2-carbaldehyde

: 1-((2S,3S,4S,5S,6S)-5-Allyloxy-3,4-bis-benzyloxy-6-methoxy-tetrahydro-pyran-2-yl)-2-benzyloxy-ethanol

: (R)-1-((2R,3S,4S,5S,6S)-5-Allyloxy-3,4-bis-benzyloxy-6-methoxy-tetrahydro-pyran-2-yl)-2-benzyloxy-ethanol

: 211231-13-9
(S)-1-((2R,3S,4S,5S,6S)-5-Allyloxy-3,4-bis-benzyloxy-6-methoxy-tetrahydro-pyran-2-yl)-2-benzyloxy-ethanol

Guidance literature:: With magnesium; In tetrahydrofuran; for 14h;
DOI:10.1016/S0008-6215(98)00037-8

Reference yield:

: 23392-28-1
methyl 3-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside

: 211231-13-9
(S)-1-((2R,3S,4S,5S,6S)-5-Allyloxy-3,4-bis-benzyloxy-6-methoxy-tetrahydro-pyran-2-yl)-2-benzyloxy-ethanol

Guidance literature:: Multi-step reaction with 4 steps

1: 99 percent / NaH (50percent oil susp.) / dimethylformamide / 3 h

2: 96 percent / LiAlH₄, AlCl₃ / diethyl ether; CH₂Cl₂ / 0.75 h / Heating

3: (COCl)2, Me₂SO / CH₂Cl₂ / 1 h / -60 °C

4: 32 percent / Mg / tetrahydrofuran / 14 h

With lithium aluminium tetrahydride; aluminium trichloride; oxalyl dichloride; sodium hydride; magnesium; dimethyl sulfoxide; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0008-6215(98)00037-8

Reference yield:

: 210297-54-4
methyl 2-O-allyl-3-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside

: 211231-13-9
(S)-1-((2R,3S,4S,5S,6S)-5-Allyloxy-3,4-bis-benzyloxy-6-methoxy-tetrahydro-pyran-2-yl)-2-benzyloxy-ethanol

Guidance literature:: Multi-step reaction with 3 steps

1: 96 percent / LiAlH₄, AlCl₃ / diethyl ether; CH₂Cl₂ / 0.75 h / Heating

2: (COCl)2, Me₂SO / CH₂Cl₂ / 1 h / -60 °C

3: 32 percent / Mg / tetrahydrofuran / 14 h

With lithium aluminium tetrahydride; aluminium trichloride; oxalyl dichloride; magnesium; dimethyl sulfoxide; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1016/S0008-6215(98)00037-8