{(3aS,5R,6R,6aS)-6-[(2R,3S,4R,5R)-4-Benzyloxy-5-benzyloxymethyl-3-((2S,3S,4R,5R)-3,4-bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yloxy)-tetrahydro-furan-2-yloxy]-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl}-methanol

Base Information

Chemical Name:{(3aS,5R,6R,6aS)-6-[(2R,3S,4R,5R)-4-Benzyloxy-5-benzyloxymethyl-3-((2S,3S,4R,5R)-3,4-bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yloxy)-tetrahydro-furan-2-yloxy]-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl}-methanol
CAS No.:205485-63-8
Molecular Formula:C₅₃H₆₀O₁₃
Molecular Weight:905.052
Hs Code.:

{(3aS,5R,6R,6aS)-6-[(2R,3S,4R,5R)-4-Benzyloxy-5-benzyloxymethyl-3-((2S,3S,4R,5R)-3,4-bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yloxy)-tetrahydro-furan-2-yloxy]-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl}-methanol

Synonyms:{(3aS,5R,6R,6aS)-6-[(2R,3S,4R,5R)-4-Benzyloxy-5-benzyloxymethyl-3-((2S,3S,4R,5R)-3,4-bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yloxy)-tetrahydro-furan-2-yloxy]-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl}-methanol

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Chemical Property of {(3aS,5R,6R,6aS)-6-[(2R,3S,4R,5R)-4-Benzyloxy-5-benzyloxymethyl-3-((2S,3S,4R,5R)-3,4-bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yloxy)-tetrahydro-furan-2-yloxy]-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl}-methanol

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Technology Process of {(3aS,5R,6R,6aS)-6-[(2R,3S,4R,5R)-4-Benzyloxy-5-benzyloxymethyl-3-((2S,3S,4R,5R)-3,4-bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yloxy)-tetrahydro-furan-2-yloxy]-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl}-methanol

There total 9 articles about {(3aS,5R,6R,6aS)-6-[(2R,3S,4R,5R)-4-Benzyloxy-5-benzyloxymethyl-3-((2S,3S,4R,5R)-3,4-bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yloxy)-tetrahydro-furan-2-yloxy]-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl}-methanol 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: 95.0%

: C₆₉H₇₈O₁₃Si

: 205485-63-8
{(3aS,5R,6R,6aS)-6-[(2R,3S,4R,5R)-4-Benzyloxy-5-benzyloxymethyl-3-((2S,3S,4R,5R)-3,4-bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yloxy)-tetrahydro-furan-2-yloxy]-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl}-methanol

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; for 3h; Ambient temperature;
DOI:10.1039/a707796c

Reference yield:

: 114738-04-4
(3aS,5R,6R,6aS)-5-(((tert-butyldiphenylsilyl)oxy)methyl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-6-ol

: 205485-63-8
{(3aS,5R,6R,6aS)-6-[(2R,3S,4R,5R)-4-Benzyloxy-5-benzyloxymethyl-3-((2S,3S,4R,5R)-3,4-bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yloxy)-tetrahydro-furan-2-yloxy]-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl}-methanol

Guidance literature:: Multi-step reaction with 6 steps

1: 96 percent / TBAF / tetrahydrofuran / 2 h / Ambient temperature

2: 83 percent / NaH / dimethylformamide / 0 - 20 °C

3: TsOH / CH₂Cl₂ / 2 h / 60 °C

4: 69 percent / MeI, molecular sieves 4 Angstroem / CH₂Cl₂ / 15 h / 57 °C

5: 62 percent / iodonium dicollidine perchlorate, molecular sieves 4 Angstroem / CH₂Cl₂ / 24 h

6: 95 percent / TBAF / tetrahydrofuran / 3 h / Ambient temperature

With iodonium di(2,4,6-trimethylpyridine) perchlorate; 4 A molecular sieve; tetrabutyl ammonium fluoride; sodium hydride; toluene-4-sulfonic acid; methyl iodide; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1039/a707796c

Reference yield:

: 160549-10-0
2,3,5-tri-O-benzyl-D-arabinofuranose

: 205485-63-8
{(3aS,5R,6R,6aS)-6-[(2R,3S,4R,5R)-4-Benzyloxy-5-benzyloxymethyl-3-((2S,3S,4R,5R)-3,4-bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yloxy)-tetrahydro-furan-2-yloxy]-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl}-methanol

Guidance literature:: Multi-step reaction with 4 steps

1: 98 percent / Bu₃P / CH₂Cl₂ / 0.5 h / Ambient temperature

2: 69 percent / MeI, molecular sieves 4 Angstroem / CH₂Cl₂ / 15 h / 57 °C

3: 62 percent / iodonium dicollidine perchlorate, molecular sieves 4 Angstroem / CH₂Cl₂ / 24 h

4: 95 percent / TBAF / tetrahydrofuran / 3 h / Ambient temperature

With tributylphosphine; iodonium di(2,4,6-trimethylpyridine) perchlorate; 4 A molecular sieve; tetrabutyl ammonium fluoride; methyl iodide; In tetrahydrofuran; dichloromethane;
DOI:10.1039/a707796c