(4R,6R,7R)-2-Benzenesulfonyl-6,9-bis-benzyloxy-1-{(2S,6S)-6-[(E)-5-(tert-butyl-diphenyl-silanyloxy)-pent-1-enyl]-2-methoxy-5,6-dihydro-2H-pyran-2-yl}-4-methyl-7-triethylsilanyloxy-nonan-3-one

Base Information

Chemical Name:(4R,6R,7R)-2-Benzenesulfonyl-6,9-bis-benzyloxy-1-{(2S,6S)-6-[(E)-5-(tert-butyl-diphenyl-silanyloxy)-pent-1-enyl]-2-methoxy-5,6-dihydro-2H-pyran-2-yl}-4-methyl-7-triethylsilanyloxy-nonan-3-one
CAS No.:795306-32-0
Molecular Formula:C₆₃H₈₄O₉SSi₂
Molecular Weight:1073.59
Hs Code.:

(4R,6R,7R)-2-Benzenesulfonyl-6,9-bis-benzyloxy-1-{(2S,6S)-6-[(E)-5-(tert-butyl-diphenyl-silanyloxy)-pent-1-enyl]-2-methoxy-5,6-dihydro-2H-pyran-2-yl}-4-methyl-7-triethylsilanyloxy-nonan-3-one

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Chemical Property of (4R,6R,7R)-2-Benzenesulfonyl-6,9-bis-benzyloxy-1-{(2S,6S)-6-[(E)-5-(tert-butyl-diphenyl-silanyloxy)-pent-1-enyl]-2-methoxy-5,6-dihydro-2H-pyran-2-yl}-4-methyl-7-triethylsilanyloxy-nonan-3-one

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Technology Process of (4R,6R,7R)-2-Benzenesulfonyl-6,9-bis-benzyloxy-1-{(2S,6S)-6-[(E)-5-(tert-butyl-diphenyl-silanyloxy)-pent-1-enyl]-2-methoxy-5,6-dihydro-2H-pyran-2-yl}-4-methyl-7-triethylsilanyloxy-nonan-3-one

There total 17 articles about (4R,6R,7R)-2-Benzenesulfonyl-6,9-bis-benzyloxy-1-{(2S,6S)-6-[(E)-5-(tert-butyl-diphenyl-silanyloxy)-pent-1-enyl]-2-methoxy-5,6-dihydro-2H-pyran-2-yl}-4-methyl-7-triethylsilanyloxy-nonan-3-one 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:

: (4R,6R,7R)-2-Benzenesulfonyl-6,9-bis-benzyloxy-1-{(2S,6S)-6-[(E)-5-(tert-butyl-diphenyl-silanyloxy)-pent-1-enyl]-2-methoxy-5,6-dihydro-2H-pyran-2-yl}-4-methyl-7-triethylsilanyloxy-nonan-3-ol

: 795306-32-0
(4R,6R,7R)-2-Benzenesulfonyl-6,9-bis-benzyloxy-1-{(2S,6S)-6-[(E)-5-(tert-butyl-diphenyl-silanyloxy)-pent-1-enyl]-2-methoxy-5,6-dihydro-2H-pyran-2-yl}-4-methyl-7-triethylsilanyloxy-nonan-3-one

Guidance literature:: With N-methyl-2-indolinone; tetrapropylammonium perruthennate; 4 A molecular sieve; In dichloromethane; for 4h;
DOI:10.1039/b410092a

Reference yield:

: (R)-5-(3-Benzyloxy-1-hydroxy-propyl)-3-methyl-dihydro-furan-2-one

: 795306-32-0
(4R,6R,7R)-2-Benzenesulfonyl-6,9-bis-benzyloxy-1-{(2S,6S)-6-[(E)-5-(tert-butyl-diphenyl-silanyloxy)-pent-1-enyl]-2-methoxy-5,6-dihydro-2H-pyran-2-yl}-4-methyl-7-triethylsilanyloxy-nonan-3-one

Guidance literature:: Multi-step reaction with 9 steps

1.1: 88 percent / imidazole; DMAP / dimethylformamide / 18 h / 20 °C

2.1: 99 percent / LiBH₄; MeOH / tetrahydrofuran / 4 h / 0 °C

3.1: 82 percent / DMAP; Et₃N / CH₂Cl₂ / 2.75 h / -78 - 20 °C

4.1: NaH / dimethylformamide / 2.5 h / -50 - 20 °C

4.2: 24 percent / TBAF / tetrahydrofuran / 1 h

5.1: 99 percent / Et₃N; DMAP / CH₂Cl₂ / 0.75 h / 0 °C

6.1: 89 percent / LiBH₄; aq. NH₄Cl / tetrahydrofuran / 3 h / 20 °C

7.1: 95 percent / TPAP; NMO; 4-Angstroem molecular sieves / CH₂Cl₂ / 0.5 h / 20 °C

8.1: LDA / tetrahydrofuran / 0.42 h / -78 °C

8.2: tetrahydrofuran / 0.42 h

9.1: 114 mg / NMO; TPAP; 4 Angstroem molecular sieves / CH₂Cl₂ / 4 h

With 1H-imidazole; methanol; dmap; lithium borohydride; N-methyl-2-indolinone; tetrapropylammonium perruthennate; 4 A molecular sieve; sodium hydride; ammonium chloride; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; 8.2: Julia coupling;
DOI:10.1039/b410092a

Reference yield:

: 795306-62-6
(3R,5R)-5-((R)-3-Benzyloxy-1-triisopropylsilanyloxy-propyl)-3-methyl-dihydro-furan-2-one

: 795306-32-0
(4R,6R,7R)-2-Benzenesulfonyl-6,9-bis-benzyloxy-1-{(2S,6S)-6-[(E)-5-(tert-butyl-diphenyl-silanyloxy)-pent-1-enyl]-2-methoxy-5,6-dihydro-2H-pyran-2-yl}-4-methyl-7-triethylsilanyloxy-nonan-3-one

Guidance literature:: Multi-step reaction with 8 steps

1.1: 99 percent / LiBH₄; MeOH / tetrahydrofuran / 4 h / 0 °C

2.1: 82 percent / DMAP; Et₃N / CH₂Cl₂ / 2.75 h / -78 - 20 °C

3.1: NaH / dimethylformamide / 2.5 h / -50 - 20 °C

3.2: 24 percent / TBAF / tetrahydrofuran / 1 h

4.1: 99 percent / Et₃N; DMAP / CH₂Cl₂ / 0.75 h / 0 °C

5.1: 89 percent / LiBH₄; aq. NH₄Cl / tetrahydrofuran / 3 h / 20 °C

6.1: 95 percent / TPAP; NMO; 4-Angstroem molecular sieves / CH₂Cl₂ / 0.5 h / 20 °C

7.1: LDA / tetrahydrofuran / 0.42 h / -78 °C

7.2: tetrahydrofuran / 0.42 h

8.1: 114 mg / NMO; TPAP; 4 Angstroem molecular sieves / CH₂Cl₂ / 4 h

With methanol; dmap; lithium borohydride; N-methyl-2-indolinone; tetrapropylammonium perruthennate; 4 A molecular sieve; sodium hydride; ammonium chloride; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; 7.2: Julia coupling;
DOI:10.1039/b410092a