(2S,6R,7S)-6-Benzyloxy-7-(3-benzyloxy-propyl)-7-methyl-2-((2R,4aR,6S,7R,8aS)-2-phenyl-7-triethylsilanyloxy-hexahydro-pyrano[3,2-d][1,3]dioxin-6-ylmethyl)-oxepan-3-one

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Chemical Name:(2S,6R,7S)-6-Benzyloxy-7-(3-benzyloxy-propyl)-7-methyl-2-((2R,4aR,6S,7R,8aS)-2-phenyl-7-triethylsilanyloxy-hexahydro-pyrano[3,2-d][1,3]dioxin-6-ylmethyl)-oxepan-3-one
CAS No.:850656-90-5
Molecular Formula:C₄₄H₆₀O₈Si
Molecular Weight:745.041
Hs Code.:

(2S,6R,7S)-6-Benzyloxy-7-(3-benzyloxy-propyl)-7-methyl-2-((2R,4aR,6S,7R,8aS)-2-phenyl-7-triethylsilanyloxy-hexahydro-pyrano[3,2-d][1,3]dioxin-6-ylmethyl)-oxepan-3-one

Synonyms:(2S,6R,7S)-6-Benzyloxy-7-(3-benzyloxy-propyl)-7-methyl-2-((2R,4aR,6S,7R,8aS)-2-phenyl-7-triethylsilanyloxy-hexahydro-pyrano[3,2-d][1,3]dioxin-6-ylmethyl)-oxepan-3-one

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Chemical Property of (2S,6R,7S)-6-Benzyloxy-7-(3-benzyloxy-propyl)-7-methyl-2-((2R,4aR,6S,7R,8aS)-2-phenyl-7-triethylsilanyloxy-hexahydro-pyrano[3,2-d][1,3]dioxin-6-ylmethyl)-oxepan-3-one

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Technology Process of (2S,6R,7S)-6-Benzyloxy-7-(3-benzyloxy-propyl)-7-methyl-2-((2R,4aR,6S,7R,8aS)-2-phenyl-7-triethylsilanyloxy-hexahydro-pyrano[3,2-d][1,3]dioxin-6-ylmethyl)-oxepan-3-one

There total 28 articles about (2S,6R,7S)-6-Benzyloxy-7-(3-benzyloxy-propyl)-7-methyl-2-((2R,4aR,6S,7R,8aS)-2-phenyl-7-triethylsilanyloxy-hexahydro-pyrano[3,2-d][1,3]dioxin-6-ylmethyl)-oxepan-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: 85.0%

: 850656-87-0
(2S,3R,6R,7S)-6-Benzyloxy-7-(3-benzyloxy-propyl)-7-methyl-2-((2R,4aR,6S,7R,8aS)-2-phenyl-7-triethylsilanyloxy-hexahydro-pyrano[3,2-d][1,3]dioxin-6-ylmethyl)-oxepan-3-ol

: 850656-90-5
(2S,6R,7S)-6-Benzyloxy-7-(3-benzyloxy-propyl)-7-methyl-2-((2R,4aR,6S,7R,8aS)-2-phenyl-7-triethylsilanyloxy-hexahydro-pyrano[3,2-d][1,3]dioxin-6-ylmethyl)-oxepan-3-one

Guidance literature:: With tetrapropylammonium perruthennate; 4 A molecular sieve; 4-methylmorpholine N-oxide; In acetonitrile; at 20 ℃; for 2.5h;
DOI:10.1021/ja042686r

Reference yield:

: 850656-53-0
(4R,5S)-1-[1,3]Dioxan-2-yl-5-methoxymethoxy-5,9-dimethyl-dec-8-en-4-ol

: 850656-90-5
(2S,6R,7S)-6-Benzyloxy-7-(3-benzyloxy-propyl)-7-methyl-2-((2R,4aR,6S,7R,8aS)-2-phenyl-7-triethylsilanyloxy-hexahydro-pyrano[3,2-d][1,3]dioxin-6-ylmethyl)-oxepan-3-one

Guidance literature:: Multi-step reaction with 10 steps

1.1: 13.39 g / potassium t-butoxide / tetrahydrofuran / 0 - 20 °C

2.1: O₃ / CH₂Cl₂; methanol / 0.58 h / -78 °C

2.2: 90 percent / NaBH₄ / CH₂Cl₂; methanol / -78 - 0 °C

3.1: potassium t-butoxide / tetrahydrofuran / 0 - 20 °C

4.1: aq. HCl / tetrahydrofuran / 8 h / 70 °C

5.1: aq. NaClO₂; NaH₂PO₄; 2-methyl-2-butene / 2-methyl-propan-2-ol / 2 h / 20 °C

6.1: 2,4,6-trichlorobenzoyl chloride; Et₃N / tetrahydrofuran / 2 h / 20 °C

6.2: 62 percent / DMAP / toluene; tetrahydrofuran / Heating

7.1: KHMDS; hexamethylphosphoramide / tetrahydrofuran; toluene / 0.75 h / -78 °C

8.1: 9-BBN / tetrahydrofuran / 2 h / 20 °C

8.2: 15.73 g / PdCl₂(dppf)*CH₂Cl₂; aq. Cs₂CO₃ / dimethylformamide; tetrahydrofuran / 13.5 h / 50 °C

9.1: BH₃*SMe₂ / tetrahydrofuran / 4.5 h / 20 °C

9.2: 33 percent / aq. H₂O₂; NaOH / tetrahydrofuran / 2.5 h / 20 °C

10.1: 85 percent / tetra-n-propylammonium perruthenate; N-methylmorpholine-N-oxide; 4A molecular sieves / acetonitrile / 2.5 h / 20 °C

With hydrogenchloride; N,N,N,N,N,N-hexamethylphosphoric triamide; sodium chlorite; sodium dihydrogenphosphate; 9-borabicyclo[3.3.1]nonane dimer; tetrapropylammonium perruthennate; 2-methyl-but-2-ene; dimethylsulfide borane complex; 4 A molecular sieve; 2,4,6-trichlorobenzoyl chloride; potassium tert-butylate; potassium hexamethylsilazane; ozone; 4-methylmorpholine N-oxide; triethylamine; In tetrahydrofuran; methanol; dichloromethane; toluene; acetonitrile; tert-butyl alcohol; 8.2: Suzuki-Miyaura cross-coupling;
DOI:10.1021/ja042686r

Reference yield:

: (5R,6S)-5,9-Bis-benzyloxy-6-methoxymethoxy-6-methyl-nonanal

: 850656-90-5
(2S,6R,7S)-6-Benzyloxy-7-(3-benzyloxy-propyl)-7-methyl-2-((2R,4aR,6S,7R,8aS)-2-phenyl-7-triethylsilanyloxy-hexahydro-pyrano[3,2-d][1,3]dioxin-6-ylmethyl)-oxepan-3-one

Guidance literature:: Multi-step reaction with 6 steps

1.1: aq. NaClO₂; NaH₂PO₄; 2-methyl-2-butene / 2-methyl-propan-2-ol / 2 h / 20 °C

2.1: 2,4,6-trichlorobenzoyl chloride; Et₃N / tetrahydrofuran / 2 h / 20 °C

2.2: 62 percent / DMAP / toluene; tetrahydrofuran / Heating

3.1: KHMDS; hexamethylphosphoramide / tetrahydrofuran; toluene / 0.75 h / -78 °C

4.1: 9-BBN / tetrahydrofuran / 2 h / 20 °C

4.2: 15.73 g / PdCl₂(dppf)*CH₂Cl₂; aq. Cs₂CO₃ / dimethylformamide; tetrahydrofuran / 13.5 h / 50 °C

5.1: BH₃*SMe₂ / tetrahydrofuran / 4.5 h / 20 °C

5.2: 33 percent / aq. H₂O₂; NaOH / tetrahydrofuran / 2.5 h / 20 °C

6.1: 85 percent / tetra-n-propylammonium perruthenate; N-methylmorpholine-N-oxide; 4A molecular sieves / acetonitrile / 2.5 h / 20 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; sodium chlorite; sodium dihydrogenphosphate; 9-borabicyclo[3.3.1]nonane dimer; tetrapropylammonium perruthennate; 2-methyl-but-2-ene; dimethylsulfide borane complex; 4 A molecular sieve; 2,4,6-trichlorobenzoyl chloride; potassium hexamethylsilazane; 4-methylmorpholine N-oxide; triethylamine; In tetrahydrofuran; toluene; acetonitrile; tert-butyl alcohol; 4.2: Suzuki-Miyaura cross-coupling;
DOI:10.1021/ja042686r