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

Base Information

Chemical Name:(2S,3S,4S,5S,6R)-3-Allyloxy-4,5-bis-benzyloxy-6-((S)-1,2-bis-benzyloxy-ethyl)-2-methoxy-tetrahydro-pyran
CAS No.:211231-14-0
Molecular Formula:C₃₉H₄₄O₇
Molecular Weight:624.774
Hs Code.:

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

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

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

There total 6 articles about (2S,3S,4S,5S,6R)-3-Allyloxy-4,5-bis-benzyloxy-6-((S)-1,2-bis-benzyloxy-ethyl)-2-methoxy-tetrahydro-pyran 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: 87.6%

: 100-44-7
benzyl chloride

: 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

: 211231-14-0
(2S,3S,4S,5S,6R)-3-Allyloxy-4,5-bis-benzyloxy-6-((S)-1,2-bis-benzyloxy-ethyl)-2-methoxy-tetrahydro-pyran

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; for 8h;
DOI:10.1016/S0008-6215(98)00037-8

Reference yield:

: 3587-60-8
Benzyloxymethyl chloride

: 211231-14-0
(2S,3S,4S,5S,6R)-3-Allyloxy-4,5-bis-benzyloxy-6-((S)-1,2-bis-benzyloxy-ethyl)-2-methoxy-tetrahydro-pyran

Guidance literature:: Multi-step reaction with 2 steps

1: 32 percent / Mg / tetrahydrofuran / 14 h

2: 87.6 percent / NaH (50percent oil susp.) / dimethylformamide / 8 h

With sodium hydride; magnesium; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1016/S0008-6215(98)00037-8

Reference yield:

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

: 211231-14-0
(2S,3S,4S,5S,6R)-3-Allyloxy-4,5-bis-benzyloxy-6-((S)-1,2-bis-benzyloxy-ethyl)-2-methoxy-tetrahydro-pyran

Guidance literature:: Multi-step reaction with 5 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

5: 87.6 percent / NaH (50percent oil susp.) / dimethylformamide / 8 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