1-[4,6-Bis-benzyloxy-3-((2S,3S,4R,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-3-hydroxy-tetrahydro-pyran-2-yl)-2-methoxy-phenyl]-ethanone

Base Information

Chemical Name:1-[4,6-Bis-benzyloxy-3-((2S,3S,4R,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-3-hydroxy-tetrahydro-pyran-2-yl)-2-methoxy-phenyl]-ethanone
CAS No.:720684-70-8
Molecular Formula:C₅₀H₅₀O₉
Molecular Weight:794.942
Hs Code.:

Synonyms:1-[4,6-Bis-benzyloxy-3-((2S,3S,4R,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-3-hydroxy-tetrahydro-pyran-2-yl)-2-methoxy-phenyl]-ethanone

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Chemical Property of 1-[4,6-Bis-benzyloxy-3-((2S,3S,4R,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-3-hydroxy-tetrahydro-pyran-2-yl)-2-methoxy-phenyl]-ethanone

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Technology Process of 1-[4,6-Bis-benzyloxy-3-((2S,3S,4R,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-3-hydroxy-tetrahydro-pyran-2-yl)-2-methoxy-phenyl]-ethanone

There total 6 articles about 1-[4,6-Bis-benzyloxy-3-((2S,3S,4R,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-3-hydroxy-tetrahydro-pyran-2-yl)-2-methoxy-phenyl]-ethanone 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: 73.0%

: 720684-69-5
1-{4,6-Bis-benzyloxy-3-[(2S,3S,4R,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-3-(4-nitro-benzyloxy)-tetrahydro-pyran-2-yl]-2-methoxy-phenyl}-ethanone

: 720684-70-8
1-[4,6-Bis-benzyloxy-3-((2S,3S,4R,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-3-hydroxy-tetrahydro-pyran-2-yl)-2-methoxy-phenyl]-ethanone

Guidance literature:: With indium; ammonium chloride; In methanol; isopropyl alcohol; at 85 ℃;
DOI:10.1016/j.bmcl.2004.03.108

Reference yield:

: 40246-30-8
methyl 3,4,6-tri-O-benzyl-β-D-glucopyranoside

: 720684-70-8
1-[4,6-Bis-benzyloxy-3-((2S,3S,4R,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-3-hydroxy-tetrahydro-pyran-2-yl)-2-methoxy-phenyl]-ethanone

Guidance literature:: Multi-step reaction with 6 steps

1: 63 percent / 2,4,6-collidine; AgOTf / 35 °C

2: 50 percent / aq. H₂SO₄; AcOH / Heating

3: 78 percent / (diethylamino)sulfur trifluoride / CH₂Cl₂ / -78 °C

4: 56 percent / BF₃*OEt₂; 4A molecular sieves / CH₂Cl₂ / -20 - 20 °C

5: 86 percent / NaH / dimethylformamide / 20 °C

6: 73 percent / indium; aq. NH₄Cl / methanol; propan-2-ol / 85 °C

With 2,4,6-trimethyl-pyridine; indium; diethylamino-sulfur trifluoride; 4 A molecular sieve; sulfuric acid; boron trifluoride diethyl etherate; silver trifluoromethanesulfonate; sodium hydride; ammonium chloride; acetic acid; In methanol; dichloromethane; N,N-dimethyl-formamide; isopropyl alcohol;
DOI:10.1016/j.bmcl.2004.03.108

Reference yield:

: 18065-05-9
1-[2,4-bis(benzyloxy)-6-hydroxyphenyl]ethanone

: 720684-70-8
1-[4,6-Bis-benzyloxy-3-((2S,3S,4R,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-3-hydroxy-tetrahydro-pyran-2-yl)-2-methoxy-phenyl]-ethanone

Guidance literature:: Multi-step reaction with 3 steps

1: 56 percent / BF₃*OEt₂; 4A molecular sieves / CH₂Cl₂ / -20 - 20 °C

2: 86 percent / NaH / dimethylformamide / 20 °C

3: 73 percent / indium; aq. NH₄Cl / methanol; propan-2-ol / 85 °C

With indium; 4 A molecular sieve; boron trifluoride diethyl etherate; sodium hydride; ammonium chloride; In methanol; dichloromethane; N,N-dimethyl-formamide; isopropyl alcohol;
DOI:10.1016/j.bmcl.2004.03.108