[(2S,3R,5S,6R)-5-Benzyloxy-2-((R)-1-benzyloxy-2-(2R,4aR,8aS)-hexahydro-pyrano[3,2-d][1,3]dioxin-2-yl-ethyl)-6-benzyloxymethyl-2-methyl-tetrahydro-pyran-3-yloxy]-triisopropyl-silane

Base Information

Chemical Name:[(2S,3R,5S,6R)-5-Benzyloxy-2-((R)-1-benzyloxy-2-(2R,4aR,8aS)-hexahydro-pyrano[3,2-d][1,3]dioxin-2-yl-ethyl)-6-benzyloxymethyl-2-methyl-tetrahydro-pyran-3-yloxy]-triisopropyl-silane
CAS No.:220864-34-6
Molecular Formula:C₄₆H₆₆O₈Si
Molecular Weight:775.111
Hs Code.:

[(2S,3R,5S,6R)-5-Benzyloxy-2-((R)-1-benzyloxy-2-(2R,4aR,8aS)-hexahydro-pyrano[3,2-d][1,3]dioxin-2-yl-ethyl)-6-benzyloxymethyl-2-methyl-tetrahydro-pyran-3-yloxy]-triisopropyl-silane

Synonyms:[(2S,3R,5S,6R)-5-Benzyloxy-2-((R)-1-benzyloxy-2-(2R,4aR,8aS)-hexahydro-pyrano[3,2-d][1,3]dioxin-2-yl-ethyl)-6-benzyloxymethyl-2-methyl-tetrahydro-pyran-3-yloxy]-triisopropyl-silane

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Chemical Property of [(2S,3R,5S,6R)-5-Benzyloxy-2-((R)-1-benzyloxy-2-(2R,4aR,8aS)-hexahydro-pyrano[3,2-d][1,3]dioxin-2-yl-ethyl)-6-benzyloxymethyl-2-methyl-tetrahydro-pyran-3-yloxy]-triisopropyl-silane

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Technology Process of [(2S,3R,5S,6R)-5-Benzyloxy-2-((R)-1-benzyloxy-2-(2R,4aR,8aS)-hexahydro-pyrano[3,2-d][1,3]dioxin-2-yl-ethyl)-6-benzyloxymethyl-2-methyl-tetrahydro-pyran-3-yloxy]-triisopropyl-silane

There total 13 articles about [(2S,3R,5S,6R)-5-Benzyloxy-2-((R)-1-benzyloxy-2-(2R,4aR,8aS)-hexahydro-pyrano[3,2-d][1,3]dioxin-2-yl-ethyl)-6-benzyloxymethyl-2-methyl-tetrahydro-pyran-3-yloxy]-triisopropyl-silane 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:

: 80522-42-5
triisopropylsilyl trifluoromethanesulfonate

: 220864-34-6
[(2S,3R,5S,6R)-5-Benzyloxy-2-((R)-1-benzyloxy-2-(2R,4aR,8aS)-hexahydro-pyrano[3,2-d][1,3]dioxin-2-yl-ethyl)-6-benzyloxymethyl-2-methyl-tetrahydro-pyran-3-yloxy]-triisopropyl-silane

Guidance literature:: Multi-step reaction with 10 steps

1: 2,6-lutidine / CH₂Cl₂ / Ambient temperature

2: CSA / methanol; CH₂Cl₂ / Ambient temperature

3: NaH / dimethylformamide / Ambient temperature

4: OsO₄, NMO / acetone; H₂O / Ambient temperature

5: NaIO₄ / tetrahydrofuran; H₂O / Ambient temperature

6: MgBr₂*OEt₂ / CH₂Cl₂ / -78 - 0 °C

7: NaH / dimethylformamide / Ambient temperature

8: OsO₄, NMO / acetone; H₂O / Ambient temperature

9: NaIO₄ / tetrahydrofuran; H₂O / Ambient temperature

10: Sc(OTf)3 / benzene / Ambient temperature

With 2,6-dimethylpyridine; sodium periodate; osmium(VIII) oxide; N-methyl-2-indolinone; camphor-10-sulfonic acid; sodium hydride; magnesium bromide; scandium tris(trifluoromethanesulfonate); In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; acetone; benzene;
DOI:10.1016/S0040-4039(98)02606-9

Reference yield:

: 51450-45-4
(2R,3S)-2-hydroxymethyltetrahydropyran-3-ol

: 370885-74-8
(R)-3-Benzyloxy-3-((2S,3R,5S,6R)-5-benzyloxy-6-benzyloxymethyl-2-methyl-3-triisopropylsilanyloxy-tetrahydro-pyran-2-yl)-propionaldehyde

: 220864-34-6
[(2S,3R,5S,6R)-5-Benzyloxy-2-((R)-1-benzyloxy-2-(2R,4aR,8aS)-hexahydro-pyrano[3,2-d][1,3]dioxin-2-yl-ethyl)-6-benzyloxymethyl-2-methyl-tetrahydro-pyran-3-yloxy]-triisopropyl-silane

Guidance literature:: With scandium tris(trifluoromethanesulfonate); In benzene; Yield given; Ambient temperature;
DOI:10.1016/S0040-4039(98)02606-9

Reference yield:

: 131310-61-7
(2R,4aR,6S,7R,8aS)-6-Methyl-2-phenyl-6-vinyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-ol

: 220864-34-6
[(2S,3R,5S,6R)-5-Benzyloxy-2-((R)-1-benzyloxy-2-(2R,4aR,8aS)-hexahydro-pyrano[3,2-d][1,3]dioxin-2-yl-ethyl)-6-benzyloxymethyl-2-methyl-tetrahydro-pyran-3-yloxy]-triisopropyl-silane

Guidance literature:: Multi-step reaction with 10 steps

1.1: 2,6-lutidine / CH₂Cl₂ / 14 h / 20 °C

2.1: p-toluenesulfonic acid hydrate / methanol; CH₂Cl₂ / 19.5 h / 20 °C

3.1: NaH / dimethylformamide / 0.25 h / 20 °C

3.2: 35.53 g / dimethylformamide / 16 h / 20 °C

4.1: 5.53 g / aq. OsO₄; N-methylmorpholine N-oxide / acetone / 19 h / 20 °C

5.1: NaIO₄ / tetrahydrofuran; H₂O / 9 h / 20 °C

6.1: 5.24 g / MgBr₂*Et₂O / CH₂Cl₂ / 2 h / -78 - 20 °C

7.1: NaH / dimethylformamide / 0.5 h / 20 °C

7.2: 100 percent / dimethylformamide / 4.5 h / 0 °C

8.1: osmiumm tetraxide; N-methylmorpholine N-oxide / acetone; H₂O / 9 h / 20 °C

9.1: NaIO₄ / tetrahydrofuran; H₂O / 1 h / 20 °C

10.1: 1.33 g / Sc(OTf)3 / benzene / 20 °C

With 2,6-dimethylpyridine; sodium periodate; osmium(VIII) oxide; sodium hydride; toluene-4-sulfonic acid; 4-methylmorpholine N-oxide; magnesium bromide; scandium tris(trifluoromethanesulfonate); In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; acetone; benzene;
DOI:10.1021/jo010974p