(2S,6R)-2-[2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-6-[(E)-(R)-8-(4-methoxy-benzyloxy)-1,3-dimethyl-oct-1-enyl]-4-triethylsilanyloxy-3,6-dihydro-2H-pyran

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Chemical Name:(2S,6R)-2-[2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-6-[(E)-(R)-8-(4-methoxy-benzyloxy)-1,3-dimethyl-oct-1-enyl]-4-triethylsilanyloxy-3,6-dihydro-2H-pyran
CAS No.:859844-98-7
Molecular Formula:C₃₇H₆₆O₅Si₂
Molecular Weight:647.099
Hs Code.:

Synonyms:(2S,6R)-2-[2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-6-[(E)-(R)-8-(4-methoxy-benzyloxy)-1,3-dimethyl-oct-1-enyl]-4-triethylsilanyloxy-3,6-dihydro-2H-pyran

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Chemical Property of (2S,6R)-2-[2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-6-[(E)-(R)-8-(4-methoxy-benzyloxy)-1,3-dimethyl-oct-1-enyl]-4-triethylsilanyloxy-3,6-dihydro-2H-pyran

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Technology Process of (2S,6R)-2-[2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-6-[(E)-(R)-8-(4-methoxy-benzyloxy)-1,3-dimethyl-oct-1-enyl]-4-triethylsilanyloxy-3,6-dihydro-2H-pyran

There total 12 articles about (2S,6R)-2-[2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-6-[(E)-(R)-8-(4-methoxy-benzyloxy)-1,3-dimethyl-oct-1-enyl]-4-triethylsilanyloxy-3,6-dihydro-2H-pyran 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: 61.0%

: 859844-70-5
1-((E)-(R)-8-Bromo-6-methyl-non-7-enyloxymethyl)-4-methoxy-benzene

: 994-30-9
triethylsilyl chloride

: 171877-75-1
(S)-2-[2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-2,3-dihydro-pyran-4-one

: 859844-98-7
(2S,6R)-2-[2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-6-[(E)-(R)-8-(4-methoxy-benzyloxy)-1,3-dimethyl-oct-1-enyl]-4-triethylsilanyloxy-3,6-dihydro-2H-pyran

Guidance literature:: 1-((E)-(R)-8-Bromo-6-methyl-non-7-enyloxymethyl)-4-methoxy-benzene; With tert.-butyl lithium; In tetrahydrofuran; pentane; at -78 ℃; for 1h;

triethylsilyl chloride; (S)-2-[2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-2,3-dihydro-pyran-4-one; In tetrahydrofuran; pentane; at -78 ℃; for 0.666667h;
DOI:10.1021/ol051119l

Reference yield:

: 73842-99-6
3-tert-butyldimethylsilyloxy-1-propanol

: 859844-98-7
(2S,6R)-2-[2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-6-[(E)-(R)-8-(4-methoxy-benzyloxy)-1,3-dimethyl-oct-1-enyl]-4-triethylsilanyloxy-3,6-dihydro-2H-pyran

Guidance literature:: Multi-step reaction with 3 steps

1.1: 92 percent / oxalyl chloride; DMSO; Et₃N / CH₂Cl₂ / -78 - 0 °C

2.1: 4 Angstroem molecular sieves / chiral Cr(III)-based catalyst / acetone / 3 h / Heating

2.2: acetone / 19 h / 20 °C

2.3: TFA / acetone; CH₂Cl₂ / 1 h / 0 °C

3.1: t-BuLi / tetrahydrofuran; pentane / 1 h / -78 °C

3.2: 61 percent / CuCN / tetrahydrofuran; pentane / 0.67 h / -78 °C

With oxalyl dichloride; 4 A molecular sieve; tert.-butyl lithium; dimethyl sulfoxide; triethylamine; chiral Cr(III)-based catalyst; In tetrahydrofuran; dichloromethane; acetone; pentane;
DOI:10.1021/ol051119l

Reference yield:

: 89922-82-7
3-(tert-butyldimethylsilanyloxy)propionaldehyde

: 859844-98-7
(2S,6R)-2-[2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-6-[(E)-(R)-8-(4-methoxy-benzyloxy)-1,3-dimethyl-oct-1-enyl]-4-triethylsilanyloxy-3,6-dihydro-2H-pyran

Guidance literature:: Multi-step reaction with 2 steps

1.1: 4 Angstroem molecular sieves / chiral Cr(III)-based catalyst / acetone / 3 h / Heating

1.2: acetone / 19 h / 20 °C

1.3: TFA / acetone; CH₂Cl₂ / 1 h / 0 °C

2.1: t-BuLi / tetrahydrofuran; pentane / 1 h / -78 °C

2.2: 61 percent / CuCN / tetrahydrofuran; pentane / 0.67 h / -78 °C

With 4 A molecular sieve; tert.-butyl lithium; chiral Cr(III)-based catalyst; In tetrahydrofuran; acetone; pentane;
DOI:10.1021/ol051119l