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

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Chemical Name:(2S,3S,4S,5S,6R)-3,4-Bis-benzyloxy-6-((S)-1,2-bis-benzyloxy-ethyl)-2-methoxy-5-(4-methoxy-benzyloxy)-tetrahydro-pyran
CAS No.:211231-23-1
Molecular Formula:C₄₄H₄₈O₈
Molecular Weight:704.86
Hs Code.:

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

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

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

There total 7 articles about (2S,3S,4S,5S,6R)-3,4-Bis-benzyloxy-6-((S)-1,2-bis-benzyloxy-ethyl)-2-methoxy-5-(4-methoxy-benzyloxy)-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: 79.2%

: 100-44-7
benzyl chloride

: 211231-22-0
(S)-2-Benzyloxy-1-[(2R,3S,4S,5S,6S)-4,5-bis-benzyloxy-6-methoxy-3-(4-methoxy-benzyloxy)-tetrahydro-pyran-2-yl]-ethanol

: 211231-23-1
(2S,3S,4S,5S,6R)-3,4-Bis-benzyloxy-6-((S)-1,2-bis-benzyloxy-ethyl)-2-methoxy-5-(4-methoxy-benzyloxy)-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

: 211231-23-1
(2S,3S,4S,5S,6R)-3,4-Bis-benzyloxy-6-((S)-1,2-bis-benzyloxy-ethyl)-2-methoxy-5-(4-methoxy-benzyloxy)-tetrahydro-pyran

Guidance literature:: Multi-step reaction with 2 steps

1: 28.6 percent / Mg / tetrahydrofuran / 14 h

2: 79.2 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:

: 124151-49-1
methyl 4,6-O-(p-methoxybenzylidene)-α-D-mannopyranoside

: 211231-23-1
(2S,3S,4S,5S,6R)-3,4-Bis-benzyloxy-6-((S)-1,2-bis-benzyloxy-ethyl)-2-methoxy-5-(4-methoxy-benzyloxy)-tetrahydro-pyran

Guidance literature:: Multi-step reaction with 5 steps

1: 95.1 percent / NaH / dimethylformamide

2: 34 percent / 3 Angstroem molecular sieves, NaBH₃CN, Me₃SiCl / acetonitrile

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

4: 28.6 percent / Mg / tetrahydrofuran / 14 h

5: 79.2 percent / NaH (50percent oil susp.) / dimethylformamide / 8 h

With chloro-trimethyl-silane; oxalyl dichloride; 3 A molecular sieve; sodium hydride; sodium cyanoborohydride; magnesium; dimethyl sulfoxide; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/S0008-6215(98)00037-8