tert-Butyl-[(2R,4S,6R)-2-((E)-(S)-5-iodo-2-methoxy-pent-4-enyl)-2-methoxy-6-(4-methoxy-benzyloxymethoxymethyl)-tetrahydro-pyran-4-yloxy]-dimethyl-silane

Base Information

Chemical Name:tert-Butyl-[(2R,4S,6R)-2-((E)-(S)-5-iodo-2-methoxy-pent-4-enyl)-2-methoxy-6-(4-methoxy-benzyloxymethoxymethyl)-tetrahydro-pyran-4-yloxy]-dimethyl-silane
CAS No.:204448-82-8
Molecular Formula:C₂₈H₄₇IO₇Si
Molecular Weight:650.667
Hs Code.:

tert-Butyl-[(2R,4S,6R)-2-((E)-(S)-5-iodo-2-methoxy-pent-4-enyl)-2-methoxy-6-(4-methoxy-benzyloxymethoxymethyl)-tetrahydro-pyran-4-yloxy]-dimethyl-silane

Synonyms:tert-Butyl-[(2R,4S,6R)-2-((E)-(S)-5-iodo-2-methoxy-pent-4-enyl)-2-methoxy-6-(4-methoxy-benzyloxymethoxymethyl)-tetrahydro-pyran-4-yloxy]-dimethyl-silane

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Chemical Property of tert-Butyl-[(2R,4S,6R)-2-((E)-(S)-5-iodo-2-methoxy-pent-4-enyl)-2-methoxy-6-(4-methoxy-benzyloxymethoxymethyl)-tetrahydro-pyran-4-yloxy]-dimethyl-silane

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Technology Process of tert-Butyl-[(2R,4S,6R)-2-((E)-(S)-5-iodo-2-methoxy-pent-4-enyl)-2-methoxy-6-(4-methoxy-benzyloxymethoxymethyl)-tetrahydro-pyran-4-yloxy]-dimethyl-silane

There total 9 articles about tert-Butyl-[(2R,4S,6R)-2-((E)-(S)-5-iodo-2-methoxy-pent-4-enyl)-2-methoxy-6-(4-methoxy-benzyloxymethoxymethyl)-tetrahydro-pyran-4-yloxy]-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: 99.0%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 204448-70-4
(2S,4S,6R)-2-((E)-(S)-5-Iodo-2-methoxy-pent-4-enyl)-2-methoxy-6-(4-methoxy-benzyloxymethoxymethyl)-tetrahydro-pyran-4-ol

: 204448-82-8
tert-Butyl-[(2R,4S,6R)-2-((E)-(S)-5-iodo-2-methoxy-pent-4-enyl)-2-methoxy-6-(4-methoxy-benzyloxymethoxymethyl)-tetrahydro-pyran-4-yloxy]-dimethyl-silane

Guidance literature:: With 1H-imidazole; In dichloromethane;
DOI:10.1002/(sici)1521-3773(19980202)37:1/2<187::aid-anie187>3.0.co;2-d

Reference yield:

: 204448-69-1
[(2R,4S,6R)-4-(tert-Butyl-diphenyl-silanyloxy)-6-((E)-(S)-5-iodo-2-methoxy-pent-4-enyl)-6-methoxy-tetrahydro-pyran-2-yl]-methanol

: 204448-82-8
tert-Butyl-[(2R,4S,6R)-2-((E)-(S)-5-iodo-2-methoxy-pent-4-enyl)-2-methoxy-6-(4-methoxy-benzyloxymethoxymethyl)-tetrahydro-pyran-4-yloxy]-dimethyl-silane

Guidance literature:: Multi-step reaction with 3 steps

1: 98 percent / (i-Pr)2NEt / CH₂Cl₂

2: TBAF / tetrahydrofuran

3: 99 percent / imidazole / CH₂Cl₂

With 1H-imidazole; tetrabutyl ammonium fluoride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1002/(sici)1521-3773(19980202)37:1/2<187::aid-anie187>3.0.co;2-d

Reference yield:

: 204448-66-8
(2R,4S,6R)-4-(tert-Butyl-diphenyl-silanyloxy)-6-(tert-butyl-diphenyl-silanyloxymethyl)-2-methoxy-2-((S)-2-methoxy-pent-4-enyl)-tetrahydro-pyran

: 204448-82-8
tert-Butyl-[(2R,4S,6R)-2-((E)-(S)-5-iodo-2-methoxy-pent-4-enyl)-2-methoxy-6-(4-methoxy-benzyloxymethoxymethyl)-tetrahydro-pyran-4-yloxy]-dimethyl-silane

Guidance literature:: Multi-step reaction with 8 steps

1: N-methylmorpholine N-oxide, OsO₄, H₂O / acetone

2: NaIO₄, phosphate buffer (pH 7) / methanol / 0 - 20 °C

3: tert-BuOK / tetrahydrofuran / 1.) -78 deg C, 2.) -78 deg C

4: 1.) Bu₃SnH, AIBN, 2.) NIS, CaCO₃ / 1.) PhMe, 105 deg C, 2.) THF

5: 92 percent / TBAF / tetrahydrofuran

6: 98 percent / (i-Pr)2NEt / CH₂Cl₂

7: TBAF / tetrahydrofuran

8: 99 percent / imidazole / CH₂Cl₂

With 1H-imidazole; sodium periodate; N-iodo-succinimide; osmium(VIII) oxide; phosphate buffer; 2,2'-azobis(isobutyronitrile); potassium tert-butylate; tetrabutyl ammonium fluoride; water; tri-n-butyl-tin hydride; 4-methylmorpholine N-oxide; N-ethyl-N,N-diisopropylamine; calcium carbonate; In tetrahydrofuran; methanol; dichloromethane; acetone;
DOI:10.1002/(sici)1521-3773(19980202)37:1/2<187::aid-anie187>3.0.co;2-d