[(R)-2-{(4S,5R)-5-[(E)-(S)-1-Benzyloxy-4-(tetrahydro-pyran-2-yloxy)-but-2-enyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-2-(4-methoxy-benzyloxy)-ethoxy]-tert-butyl-dimethyl-silane

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Chemical Name:[(R)-2-{(4S,5R)-5-[(E)-(S)-1-Benzyloxy-4-(tetrahydro-pyran-2-yloxy)-but-2-enyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-2-(4-methoxy-benzyloxy)-ethoxy]-tert-butyl-dimethyl-silane
CAS No.:182411-39-8
Molecular Formula:C₃₇H₅₆O₈Si
Molecular Weight:656.932
Hs Code.:

[(R)-2-{(4S,5R)-5-[(E)-(S)-1-Benzyloxy-4-(tetrahydro-pyran-2-yloxy)-but-2-enyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-2-(4-methoxy-benzyloxy)-ethoxy]-tert-butyl-dimethyl-silane

Synonyms:[(R)-2-{(4S,5R)-5-[(E)-(S)-1-Benzyloxy-4-(tetrahydro-pyran-2-yloxy)-but-2-enyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-2-(4-methoxy-benzyloxy)-ethoxy]-tert-butyl-dimethyl-silane

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Chemical Property of [(R)-2-{(4S,5R)-5-[(E)-(S)-1-Benzyloxy-4-(tetrahydro-pyran-2-yloxy)-but-2-enyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-2-(4-methoxy-benzyloxy)-ethoxy]-tert-butyl-dimethyl-silane

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Technology Process of [(R)-2-{(4S,5R)-5-[(E)-(S)-1-Benzyloxy-4-(tetrahydro-pyran-2-yloxy)-but-2-enyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-2-(4-methoxy-benzyloxy)-ethoxy]-tert-butyl-dimethyl-silane

There total 7 articles about [(R)-2-{(4S,5R)-5-[(E)-(S)-1-Benzyloxy-4-(tetrahydro-pyran-2-yloxy)-but-2-enyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-2-(4-methoxy-benzyloxy)-ethoxy]-tert-butyl-dimethyl-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: 100.0%

: 110-87-2
3,4-dihydro-2H-pyran

: 182411-35-4
(E)-(S)-4-Benzyloxy-4-{(4R,5S)-5-[(R)-2-(tert-butyl-dimethyl-silanyloxy)-1-(4-methoxy-benzyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-but-2-en-1-ol

: 182411-39-8
[(R)-2-{(4S,5R)-5-[(E)-(S)-1-Benzyloxy-4-(tetrahydro-pyran-2-yloxy)-but-2-enyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-2-(4-methoxy-benzyloxy)-ethoxy]-tert-butyl-dimethyl-silane

Guidance literature:: With pyridinium p-toluenesulfonate; In dichloromethane; for 4h; Ambient temperature;
DOI:10.1016/0040-4020(96)00700-4

Reference yield:

: 100-39-0
benzyl bromide

: 182411-39-8
[(R)-2-{(4S,5R)-5-[(E)-(S)-1-Benzyloxy-4-(tetrahydro-pyran-2-yloxy)-but-2-enyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-2-(4-methoxy-benzyloxy)-ethoxy]-tert-butyl-dimethyl-silane

Guidance literature:: Multi-step reaction with 6 steps

1: 97 percent / NaH / tetrahydrofuran / 15 h / Ambient temperature

2: 1.) (PPh₃)3RhCl, (i-Pr)2NEt, 2.) HgO, HgCl₂ / 1.) EtOH, reflux, 3 h, 2.) acetone, water, RT, 30 min

3: 67 percent / benzene / 6 h / Heating

4: 69 percent / TfOH / diethyl ether / Ambient temperature

5: 1.) DIBAL, 2.) NaBH₄, CeCl₃ / 1.) dichloromethane, hexane, -78 deg C, 30 min, 2.) MeOH, RT

6: 100 percent / pyridinium p-toluenesulfonate / CH₂Cl₂ / 4 h / Ambient temperature

With sodium tetrahydroborate; Wilkinson's catalyst; cerium(III) chloride; trifluorormethanesulfonic acid; pyridinium p-toluenesulfonate; sodium hydride; diisobutylaluminium hydride; N-ethyl-N,N-diisopropylamine; mercury dichloride; mercury(II) oxide; In tetrahydrofuran; diethyl ether; dichloromethane; benzene;
DOI:10.1016/0040-4020(96)00700-4

Reference yield:

: 182411-29-6
(3aS,4R,6S,7R,7aR)-6-Allyloxy-4-(tert-butyl-dimethyl-silanyloxymethyl)-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-ol

: 182411-39-8
[(R)-2-{(4S,5R)-5-[(E)-(S)-1-Benzyloxy-4-(tetrahydro-pyran-2-yloxy)-but-2-enyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-2-(4-methoxy-benzyloxy)-ethoxy]-tert-butyl-dimethyl-silane

Guidance literature:: Multi-step reaction with 6 steps

1: 97 percent / NaH / tetrahydrofuran / 15 h / Ambient temperature

2: 1.) (PPh₃)3RhCl, (i-Pr)2NEt, 2.) HgO, HgCl₂ / 1.) EtOH, reflux, 3 h, 2.) acetone, water, RT, 30 min

3: 67 percent / benzene / 6 h / Heating

4: 69 percent / TfOH / diethyl ether / Ambient temperature

5: 1.) DIBAL, 2.) NaBH₄, CeCl₃ / 1.) dichloromethane, hexane, -78 deg C, 30 min, 2.) MeOH, RT

6: 100 percent / pyridinium p-toluenesulfonate / CH₂Cl₂ / 4 h / Ambient temperature

With sodium tetrahydroborate; Wilkinson's catalyst; cerium(III) chloride; trifluorormethanesulfonic acid; pyridinium p-toluenesulfonate; sodium hydride; diisobutylaluminium hydride; N-ethyl-N,N-diisopropylamine; mercury dichloride; mercury(II) oxide; In tetrahydrofuran; diethyl ether; dichloromethane; benzene;
DOI:10.1016/0040-4020(96)00700-4