(R)-4-Benzyloxy-4-((2S,3R,5S,6R)-5-benzyloxy-6-benzyloxymethyl-2-methyl-3-triisopropylsilanyloxy-tetrahydro-pyran-2-yl)-butane-1,2-diol

Base Information

Chemical Name:(R)-4-Benzyloxy-4-((2S,3R,5S,6R)-5-benzyloxy-6-benzyloxymethyl-2-methyl-3-triisopropylsilanyloxy-tetrahydro-pyran-2-yl)-butane-1,2-diol
CAS No.:438002-84-7
Molecular Formula:C₄₁H₆₀O₇Si
Molecular Weight:693.009
Hs Code.:

Synonyms:(R)-4-Benzyloxy-4-((2S,3R,5S,6R)-5-benzyloxy-6-benzyloxymethyl-2-methyl-3-triisopropylsilanyloxy-tetrahydro-pyran-2-yl)-butane-1,2-diol

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Chemical Property of (R)-4-Benzyloxy-4-((2S,3R,5S,6R)-5-benzyloxy-6-benzyloxymethyl-2-methyl-3-triisopropylsilanyloxy-tetrahydro-pyran-2-yl)-butane-1,2-diol

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Technology Process of (R)-4-Benzyloxy-4-((2S,3R,5S,6R)-5-benzyloxy-6-benzyloxymethyl-2-methyl-3-triisopropylsilanyloxy-tetrahydro-pyran-2-yl)-butane-1,2-diol

There total 11 articles about (R)-4-Benzyloxy-4-((2S,3R,5S,6R)-5-benzyloxy-6-benzyloxymethyl-2-methyl-3-triisopropylsilanyloxy-tetrahydro-pyran-2-yl)-butane-1,2-diol 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

: 438002-84-7
(R)-4-Benzyloxy-4-((2S,3R,5S,6R)-5-benzyloxy-6-benzyloxymethyl-2-methyl-3-triisopropylsilanyloxy-tetrahydro-pyran-2-yl)-butane-1,2-diol

Guidance literature:: Multi-step reaction with 8 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

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

Reference yield:

: 438002-48-3
[(2S,3R,5S,6R)-5-Benzyloxy-2-((R)-1-benzyloxy-but-3-enyl)-6-benzyloxymethyl-2-methyl-tetrahydro-pyran-3-yloxy]-triisopropyl-silane

: 438002-84-7
(R)-4-Benzyloxy-4-((2S,3R,5S,6R)-5-benzyloxy-6-benzyloxymethyl-2-methyl-3-triisopropylsilanyloxy-tetrahydro-pyran-2-yl)-butane-1,2-diol

Guidance literature:: With osmium(VIII) oxide; N-methyl-2-indolinone; In water; acetone; 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

: 438002-84-7
(R)-4-Benzyloxy-4-((2S,3R,5S,6R)-5-benzyloxy-6-benzyloxymethyl-2-methyl-3-triisopropylsilanyloxy-tetrahydro-pyran-2-yl)-butane-1,2-diol

Guidance literature:: Multi-step reaction with 8 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

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