1-({(1S,3R,4S,5R)-7,7-dimethyl-2,6,8-trioxa-4-(phenylmethoxy)-3-[(phenylmethoxy)methyl]-bicyclo[3.3.0]oct-3-yl}methoxy)-2,2-dimethyl-1,1-diphenyl-1-silapropane

Base Information

Chemical Name:1-({(1S,3R,4S,5R)-7,7-dimethyl-2,6,8-trioxa-4-(phenylmethoxy)-3-[(phenylmethoxy)methyl]-bicyclo[3.3.0]oct-3-yl}methoxy)-2,2-dimethyl-1,1-diphenyl-1-silapropane
CAS No.:473290-44-7
Molecular Formula:C₃₉H₄₆O₆Si
Molecular Weight:638.876
Hs Code.:

1-({(1S,3R,4S,5R)-7,7-dimethyl-2,6,8-trioxa-4-(phenylmethoxy)-3-[(phenylmethoxy)methyl]-bicyclo[3.3.0]oct-3-yl}methoxy)-2,2-dimethyl-1,1-diphenyl-1-silapropane

Synonyms:1-({(1S,3R,4S,5R)-7,7-dimethyl-2,6,8-trioxa-4-(phenylmethoxy)-3-[(phenylmethoxy)methyl]-bicyclo[3.3.0]oct-3-yl}methoxy)-2,2-dimethyl-1,1-diphenyl-1-silapropane

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Chemical Property of 1-({(1S,3R,4S,5R)-7,7-dimethyl-2,6,8-trioxa-4-(phenylmethoxy)-3-[(phenylmethoxy)methyl]-bicyclo[3.3.0]oct-3-yl}methoxy)-2,2-dimethyl-1,1-diphenyl-1-silapropane

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Technology Process of 1-({(1S,3R,4S,5R)-7,7-dimethyl-2,6,8-trioxa-4-(phenylmethoxy)-3-[(phenylmethoxy)methyl]-bicyclo[3.3.0]oct-3-yl}methoxy)-2,2-dimethyl-1,1-diphenyl-1-silapropane

There total 5 articles about 1-({(1S,3R,4S,5R)-7,7-dimethyl-2,6,8-trioxa-4-(phenylmethoxy)-3-[(phenylmethoxy)methyl]-bicyclo[3.3.0]oct-3-yl}methoxy)-2,2-dimethyl-1,1-diphenyl-1-silapropane 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: 76.0%

: 100-39-0
benzyl bromide

: 212970-72-4
{3-[(2,2-dimethyl-1,1-diphenyl-1-silapropoxy)methyl]-(1S,3R,4S,5R)-7,7-dimethyl-2,6,8-trioxa-4-(phenylmethoxy)bicyclo[3.3.0]oct-3-yl}methan-1-ol

: 3,5,6-tri-O-benzyl-4-C-hydroxymethyl-1,2-O-isopropylidene-α-D-ribofuranose

: 3,5-di-O-benzyl-4-C-(tert-butyldiphenylsilyloxymethyl)-1,2-O-isopropylidene-α-D-ribofuranose

: 473290-44-7
1-({(1S,3R,4S,5R)-7,7-dimethyl-2,6,8-trioxa-4-(phenylmethoxy)-3-[(phenylmethoxy)methyl]-bicyclo[3.3.0]oct-3-yl}methoxy)-2,2-dimethyl-1,1-diphenyl-1-silapropane

Guidance literature:: With tetra-(n-butyl)ammonium iodide; sodium hydride; In tetrahydrofuran; at 20 ℃; for 3h;
DOI:10.1016/S0040-4020(02)00477-5

Reference yield:

: 63593-02-2
3-O-benzyl-1,2-O-isopropylidene-α-D-ribo-pentodialdo-1,4-furanose

: 473290-44-7
1-({(1S,3R,4S,5R)-7,7-dimethyl-2,6,8-trioxa-4-(phenylmethoxy)-3-[(phenylmethoxy)methyl]-bicyclo[3.3.0]oct-3-yl}methoxy)-2,2-dimethyl-1,1-diphenyl-1-silapropane

Guidance literature:: Multi-step reaction with 3 steps

1: 94 percent / aq. NaOH / dioxane

2: 38 percent / n-BuLi / hexane; tetrahydrofuran / 1 h / Heating

3: 76 percent / NaH; n-Bu₄NI / tetrahydrofuran / 3 h / 20 °C

With sodium hydroxide; n-butyllithium; tetra-(n-butyl)ammonium iodide; sodium hydride; In tetrahydrofuran; 1,4-dioxane; hexane; 1: Cannizzaro reaction;
DOI:10.1016/S0040-4020(02)00477-5

Reference yield:

: 57099-04-4
3-O-benzyl-1,2-O-isopropylidene-α-D-allofuranose

: 473290-44-7
1-({(1S,3R,4S,5R)-7,7-dimethyl-2,6,8-trioxa-4-(phenylmethoxy)-3-[(phenylmethoxy)methyl]-bicyclo[3.3.0]oct-3-yl}methoxy)-2,2-dimethyl-1,1-diphenyl-1-silapropane

Guidance literature:: Multi-step reaction with 4 steps

1: aq. NaIO₄ / methanol

2: 94 percent / aq. NaOH / dioxane

3: 38 percent / n-BuLi / hexane; tetrahydrofuran / 1 h / Heating

4: 76 percent / NaH; n-Bu₄NI / tetrahydrofuran / 3 h / 20 °C

With sodium hydroxide; sodium periodate; n-butyllithium; tetra-(n-butyl)ammonium iodide; sodium hydride; In tetrahydrofuran; 1,4-dioxane; methanol; hexane; 2: Cannizzaro reaction;
DOI:10.1016/S0040-4020(02)00477-5