{(2S,6R)-6-[(E)-(R)-4-(tert-Butyl-dimethyl-silanyloxy)-5-(4-methoxy-benzyloxy)-2-methyl-pent-1-enyl]-4-methylene-tetrahydro-pyran-2-yl}-acetaldehyde

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Chemical Name:{(2S,6R)-6-[(E)-(R)-4-(tert-Butyl-dimethyl-silanyloxy)-5-(4-methoxy-benzyloxy)-2-methyl-pent-1-enyl]-4-methylene-tetrahydro-pyran-2-yl}-acetaldehyde
CAS No.:858917-33-6
Molecular Formula:C₂₈H₄₄O₅Si
Molecular Weight:488.74
Hs Code.:

Synonyms:{(2S,6R)-6-[(E)-(R)-4-(tert-Butyl-dimethyl-silanyloxy)-5-(4-methoxy-benzyloxy)-2-methyl-pent-1-enyl]-4-methylene-tetrahydro-pyran-2-yl}-acetaldehyde

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Chemical Property of {(2S,6R)-6-[(E)-(R)-4-(tert-Butyl-dimethyl-silanyloxy)-5-(4-methoxy-benzyloxy)-2-methyl-pent-1-enyl]-4-methylene-tetrahydro-pyran-2-yl}-acetaldehyde

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Technology Process of {(2S,6R)-6-[(E)-(R)-4-(tert-Butyl-dimethyl-silanyloxy)-5-(4-methoxy-benzyloxy)-2-methyl-pent-1-enyl]-4-methylene-tetrahydro-pyran-2-yl}-acetaldehyde

There total 10 articles about {(2S,6R)-6-[(E)-(R)-4-(tert-Butyl-dimethyl-silanyloxy)-5-(4-methoxy-benzyloxy)-2-methyl-pent-1-enyl]-4-methylene-tetrahydro-pyran-2-yl}-acetaldehyde 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:

: 858917-87-0
2-(6-{(1E,4R)-5-[(4-methoxyphenyl)methoxy]-2-methyl-2-(1,1,2,2-tetramethyl-1-silapropoxy)pent-1-enyl}(2S,6R)-4-methylene-2,3,5,6-tetrahydropyran-2-yl)ethan-1-ol

: 858917-33-6
{(2S,6R)-6-[(E)-(R)-4-(tert-Butyl-dimethyl-silanyloxy)-5-(4-methoxy-benzyloxy)-2-methyl-pent-1-enyl]-4-methylene-tetrahydro-pyran-2-yl}-acetaldehyde

Guidance literature:: With N-methyl-2-indolinone; tetrapropylammonium perruthennate; 4 A molecular sieve; In dichloromethane; at 0 - 20 ℃;
DOI:10.1021/ol051040g

Reference yield:

: ethyl 3-(2,2-dibutyl-2-stannahexyl)but-3-enoate

: 858917-33-6
{(2S,6R)-6-[(E)-(R)-4-(tert-Butyl-dimethyl-silanyloxy)-5-(4-methoxy-benzyloxy)-2-methyl-pent-1-enyl]-4-methylene-tetrahydro-pyran-2-yl}-acetaldehyde

Guidance literature:: Multi-step reaction with 8 steps

1.1: (R)-BINOL; Ti(OiPr)4; TFA / molecular sieves 4 Angstroem / CH₂Cl₂ / 120 h / -20 °C

2.1: 97 percent / imidazole / dimethylformamide / 8 h / 20 °C

3.1: NaH / tetrahydrofuran / 2 h / 20 °C

4.1: 93 percent / LAH / diethyl ether / 0 - 20 °C

5.1: 4 Angstroem molecular sieves; NMO; TPAP / CH₂Cl₂ / 0.5 h / 20 °C

6.1: TMSOTf / diethyl ether / 0.67 h / -78 °C

6.2: 85 percent / Huenig's base / diethyl ether / 0.17 h / 0 °C

7.1: 89 percent / TBAF; HOAc / dimethylformamide / 15 h / 20 °C

8.1: 4 Angstroem molecular sieves; NMO; TPAP / CH₂Cl₂ / 0 - 20 °C

With 1H-imidazole; titanium(IV) isopropylate; lithium aluminium tetrahydride; N-methyl-2-indolinone; tetrapropylammonium perruthennate; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; tetrabutyl ammonium fluoride; (R)-1,1'-Bi-2-naphthol; sodium hydride; acetic acid; trifluoroacetic acid; 4 A molecular sieve; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ol051040g

Reference yield:

: 121289-23-4
p-methoxybenzyloxyacetaldehyde

: 858917-33-6
{(2S,6R)-6-[(E)-(R)-4-(tert-Butyl-dimethyl-silanyloxy)-5-(4-methoxy-benzyloxy)-2-methyl-pent-1-enyl]-4-methylene-tetrahydro-pyran-2-yl}-acetaldehyde

Guidance literature:: Multi-step reaction with 8 steps

1.1: (R)-BINOL; Ti(OiPr)4; TFA / molecular sieves 4 Angstroem / CH₂Cl₂ / 120 h / -20 °C

2.1: 97 percent / imidazole / dimethylformamide / 8 h / 20 °C

3.1: NaH / tetrahydrofuran / 2 h / 20 °C

4.1: 93 percent / LAH / diethyl ether / 0 - 20 °C

5.1: 4 Angstroem molecular sieves; NMO; TPAP / CH₂Cl₂ / 0.5 h / 20 °C

6.1: TMSOTf / diethyl ether / 0.67 h / -78 °C

6.2: 85 percent / Huenig's base / diethyl ether / 0.17 h / 0 °C

7.1: 89 percent / TBAF; HOAc / dimethylformamide / 15 h / 20 °C

8.1: 4 Angstroem molecular sieves; NMO; TPAP / CH₂Cl₂ / 0 - 20 °C

With 1H-imidazole; titanium(IV) isopropylate; lithium aluminium tetrahydride; N-methyl-2-indolinone; tetrapropylammonium perruthennate; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; tetrabutyl ammonium fluoride; (R)-1,1'-Bi-2-naphthol; sodium hydride; acetic acid; trifluoroacetic acid; 4 A molecular sieve; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ol051040g