(2'RS,3a'S,6'S,7a'R)-6'-<(tert-butyldiphenylsilyloxy)methyl>-tetrahydro-2'-methoxy-7a'-methyl spiro<1,3-dioxolane-2,5'(2'H,4'H)-1,3-benzodioxole>

Base Information

Chemical Name:(2'RS,3a'S,6'S,7a'R)-6'-<(tert-butyldiphenylsilyloxy)methyl>-tetrahydro-2'-methoxy-7a'-methyl spiro<1,3-dioxolane-2,5'(2'H,4'H)-1,3-benzodioxole>
CAS No.:127785-51-7
Molecular Formula:C₂₈H₃₈O₆Si
Molecular Weight:498.692
Hs Code.:

(2'RS,3a'S,6'S,7a'R)-6'-<(tert-butyldiphenylsilyloxy)methyl>-tetrahydro-2'-methoxy-7a'-methyl spiro<1,3-dioxolane-2,5'(2'H,4'H)-1,3-benzo<d>dioxole>

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Chemical Property of (2'RS,3a'S,6'S,7a'R)-6'-<(tert-butyldiphenylsilyloxy)methyl>-tetrahydro-2'-methoxy-7a'-methyl spiro<1,3-dioxolane-2,5'(2'H,4'H)-1,3-benzodioxole>

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Technology Process of (2'RS,3a'S,6'S,7a'R)-6'-<(tert-butyldiphenylsilyloxy)methyl>-tetrahydro-2'-methoxy-7a'-methyl spiro<1,3-dioxolane-2,5'(2'H,4'H)-1,3-benzodioxole>

There total 7 articles about (2'RS,3a'S,6'S,7a'R)-6'-<(tert-butyldiphenylsilyloxy)methyl>-tetrahydro-2'-methoxy-7a'-methyl spiro<1,3-dioxolane-2,5'(2'H,4'H)-1,3-benzodioxole> 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: 100.0%

: 116511-41-2,116561-73-0,127854-60-8,127854-61-9
(-)-(7S,8R,10S)-10-<(tert-butyldiphenylsilyloxy)methyl>-8-methyl-1,4-dioxaspiro<4.5>decane-7,8-diol

: 149-73-5
trimethyl orthoformate

: 127785-51-7,127854-62-0
(2'RS,3a'S,6'S,7a'R)-6'-<(tert-butyldiphenylsilyloxy)methyl>-tetrahydro-2'-methoxy-7a'-methyl spiro<1,3-dioxolane-2,5'(2'H,4'H)-1,3-benzodioxole>

Guidance literature:: With pyridinium p-toluenesulfonate; In dichloromethane; for 0.333333h; Ambient temperature;
DOI:10.1016/S0040-4020(01)89182-1

Reference yield:

: 127785-50-6
5-hydroxymethyl-4-methoxy-1-methyl-1,3-cyclohexadiene

: 127785-51-7,127854-62-0
(2'RS,3a'S,6'S,7a'R)-6'-<(tert-butyldiphenylsilyloxy)methyl>-tetrahydro-2'-methoxy-7a'-methyl spiro<1,3-dioxolane-2,5'(2'H,4'H)-1,3-benzodioxole>

Guidance literature:: Multi-step reaction with 6 steps

1: 98 percent / 4-dimethylaminopyridine, triethylamine / CH₂Cl₂ / 18 h / 0 °C

2: 88 percent / pyridinium-p-toluenesulphonate / benzene / 16 h / Heating; Dean-Stark conditions

3: 71 percent / osmium tetroxide, N-methylmorpholine-N-oxide monohydrate / 2-methyl-propan-2-ol; tetrahydrofuran; H₂O / 2 h / Ambient temperature

4: 43 percent / 1.) triethylamine; 2.) 4-dimethylaminopyridine / CH₂Cl₂ / 3 h / 0 °C / 1.) 10 min

5: 88 percent / potassium carbonate / methanol / 1 h / Ambient temperature

6: 100 percent / pyridinium-p-toluenesulphonate / CH₂Cl₂ / 0.33 h / Ambient temperature

With dmap; osmium(VIII) oxide; pyridinium p-toluenesulfonate; potassium carbonate; 4-methylmorpholine N-oxide; triethylamine; In tetrahydrofuran; methanol; dichloromethane; water; tert-butyl alcohol; benzene;
DOI:10.1016/S0040-4020(01)89182-1

Reference yield:

: 116511-38-7
5-<(tert-butyldiphenylsilyloxy)methyl>-4-methoxy-1-methyl-1,3-cyclohexadiene

: 127785-51-7,127854-62-0
(2'RS,3a'S,6'S,7a'R)-6'-<(tert-butyldiphenylsilyloxy)methyl>-tetrahydro-2'-methoxy-7a'-methyl spiro<1,3-dioxolane-2,5'(2'H,4'H)-1,3-benzodioxole>

Guidance literature:: Multi-step reaction with 5 steps

1: 88 percent / pyridinium-p-toluenesulphonate / benzene / 16 h / Heating; Dean-Stark conditions

2: 71 percent / osmium tetroxide, N-methylmorpholine-N-oxide monohydrate / 2-methyl-propan-2-ol; tetrahydrofuran; H₂O / 2 h / Ambient temperature

3: 43 percent / 1.) triethylamine; 2.) 4-dimethylaminopyridine / CH₂Cl₂ / 3 h / 0 °C / 1.) 10 min

4: 88 percent / potassium carbonate / methanol / 1 h / Ambient temperature

5: 100 percent / pyridinium-p-toluenesulphonate / CH₂Cl₂ / 0.33 h / Ambient temperature

With dmap; osmium(VIII) oxide; pyridinium p-toluenesulfonate; potassium carbonate; 4-methylmorpholine N-oxide; triethylamine; In tetrahydrofuran; methanol; dichloromethane; water; tert-butyl alcohol; benzene;
DOI:10.1016/S0040-4020(01)89182-1