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

Base Information

Chemical Name:(2S,3S,4R,5S,6R)-4,5-Bis-benzyloxy-6-((S)-1,2-bis-benzyloxy-ethyl)-2-methoxy-tetrahydro-pyran-3-ol
CAS No.:211231-15-1
Molecular Formula:C₃₆H₄₀O₇
Molecular Weight:584.709
Hs Code.:

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

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

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

There total 7 articles about (2S,3S,4R,5S,6R)-4,5-Bis-benzyloxy-6-((S)-1,2-bis-benzyloxy-ethyl)-2-methoxy-tetrahydro-pyran-3-ol 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: 90.9%

: 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

: 211231-15-1
(2S,3S,4R,5S,6R)-4,5-Bis-benzyloxy-6-((S)-1,2-bis-benzyloxy-ethyl)-2-methoxy-tetrahydro-pyran-3-ol

Guidance literature:: With bicyclo[2.2.2] octane-1,4-diamine; Wilkinson's catalyst; In ethanol; water; benzene; for 3h; Heating;
DOI:10.1016/S0008-6215(98)00037-8

Reference yield:

: 3587-60-8
Benzyloxymethyl chloride

: 211231-15-1
(2S,3S,4R,5S,6R)-4,5-Bis-benzyloxy-6-((S)-1,2-bis-benzyloxy-ethyl)-2-methoxy-tetrahydro-pyran-3-ol

Guidance literature:: Multi-step reaction with 3 steps

1: 32 percent / Mg / tetrahydrofuran / 14 h

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

3: 90.9 percent / 1,4-diaminobicyclo<2.2.2>octane / Wilkinson's catalyst / ethanol; benzene; H₂O / 3 h / Heating

With bicyclo[2.2.2] octane-1,4-diamine; sodium hydride; magnesium; Wilkinson's catalyst; In tetrahydrofuran; ethanol; water; N,N-dimethyl-formamide; benzene;
DOI:10.1016/S0008-6215(98)00037-8

Reference yield:

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

: 211231-15-1
(2S,3S,4R,5S,6R)-4,5-Bis-benzyloxy-6-((S)-1,2-bis-benzyloxy-ethyl)-2-methoxy-tetrahydro-pyran-3-ol

Guidance literature:: Multi-step reaction with 6 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

6: 90.9 percent / 1,4-diaminobicyclo<2.2.2>octane / Wilkinson's catalyst / ethanol; benzene; H₂O / 3 h / Heating

With lithium aluminium tetrahydride; aluminium trichloride; oxalyl dichloride; bicyclo[2.2.2] octane-1,4-diamine; sodium hydride; magnesium; dimethyl sulfoxide; Wilkinson's catalyst; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane; water; N,N-dimethyl-formamide; benzene;
DOI:10.1016/S0008-6215(98)00037-8