[(3S,4R,6R,7S)-4,6-Bis-benzyloxy-7-(2-benzyloxy-ethyl)-2-methylene-oxepan-3-yloxy]-tert-butyl-dimethyl-silane

Base Information

Chemical Name:[(3S,4R,6R,7S)-4,6-Bis-benzyloxy-7-(2-benzyloxy-ethyl)-2-methylene-oxepan-3-yloxy]-tert-butyl-dimethyl-silane
CAS No.:342901-74-0
Molecular Formula:C₃₆H₄₈O₅Si
Molecular Weight:588.86
Hs Code.:

Synonyms:[(3S,4R,6R,7S)-4,6-Bis-benzyloxy-7-(2-benzyloxy-ethyl)-2-methylene-oxepan-3-yloxy]-tert-butyl-dimethyl-silane

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Chemical Property of [(3S,4R,6R,7S)-4,6-Bis-benzyloxy-7-(2-benzyloxy-ethyl)-2-methylene-oxepan-3-yloxy]-tert-butyl-dimethyl-silane

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Technology Process of [(3S,4R,6R,7S)-4,6-Bis-benzyloxy-7-(2-benzyloxy-ethyl)-2-methylene-oxepan-3-yloxy]-tert-butyl-dimethyl-silane

There total 13 articles about [(3S,4R,6R,7S)-4,6-Bis-benzyloxy-7-(2-benzyloxy-ethyl)-2-methylene-oxepan-3-yloxy]-tert-butyl-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:

: [(2S,3S,4R,6R,7S)-4,6-Bis-benzyloxy-7-(2-benzyloxy-ethyl)-2-iodomethyl-oxepan-3-yloxy]-tert-butyl-dimethyl-silane

: 342901-74-0
[(3S,4R,6R,7S)-4,6-Bis-benzyloxy-7-(2-benzyloxy-ethyl)-2-methylene-oxepan-3-yloxy]-tert-butyl-dimethyl-silane

Guidance literature:: With potassium tert-butylate; In tetrahydrofuran; at 20 ℃;
DOI:10.1002/1521-3773(20010316)40:6<1090::AID-ANIE10900>3.0.CO;2-W

Reference yield:

: 100-39-0
benzyl bromide

: 342901-74-0
[(3S,4R,6R,7S)-4,6-Bis-benzyloxy-7-(2-benzyloxy-ethyl)-2-methylene-oxepan-3-yloxy]-tert-butyl-dimethyl-silane

Guidance literature:: Multi-step reaction with 13 steps

1.1: n-Bu₂SnO / benzene / Heating

1.2: CsF / dimethylformamide / 20 °C

2.1: NaH; CS₂; MeI / tetrahydrofuran / 20 °C

2.2: n-Bu₃SnH; AIBN / benzene / Heating

3.1: conc. HCl / CHCl₃ / 20 °C

3.2: 46 percent / camphorsulfonic acid / CH₂Cl₂ / 20 °C

4.1: 97 percent / N-methylmorpholine / CH₂Cl₂ / 20 °C

5.1: 98 percent / MeI; NaHCO₃ / acetonitrile; H₂O / 20 °C

6.1: SmI₂; HMPA / methanol; tetrahydrofuran / 0 °C

7.1: LiAlH₄ / tetrahydrofuran / 20 °C

8.1: 84 percent / NaH / dimethylformamide / 20 °C

9.1: 89 percent / camphorsulfonic acid / methanol / 20 °C

10.1: 2,6-lutidine / CH₂Cl₂ / 20 °C

11.1: camphorsulfonic acid / methanol / 0 °C

12.1: I₂; PPh₃; imidazole / tetrahydrofuran / 20 °C

13.1: t-BuOK / tetrahydrofuran / 20 °C

With 4-methyl-morpholine; 1H-imidazole; 2,6-dimethylpyridine; hydrogenchloride; carbon disulfide; N,N,N,N,N,N-hexamethylphosphoric triamide; lithium aluminium tetrahydride; samarium diiodide; camphor-10-sulfonic acid; potassium tert-butylate; iodine; sodium hydride; di(n-butyl)tin oxide; sodium hydrogencarbonate; triphenylphosphine; methyl iodide; In tetrahydrofuran; methanol; dichloromethane; chloroform; water; N,N-dimethyl-formamide; acetonitrile; benzene;
DOI:10.1002/1521-3773(20010316)40:6<1090::AID-ANIE10900>3.0.CO;2-W

Reference yield:

: 2774-19-8,14419-69-3,15887-67-9,23392-28-1,57539-08-9,61277-63-2,74410-51-8,76419-48-2,80734-73-2,86363-44-2,89301-79-1,94061-92-4,94062-87-0,108739-92-0,129706-93-0,143005-12-3,65877-21-6
(2R,4aR,6S,7S,8R,8aR)-8-Benzyloxy-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-ol

: 342901-74-0
[(3S,4R,6R,7S)-4,6-Bis-benzyloxy-7-(2-benzyloxy-ethyl)-2-methylene-oxepan-3-yloxy]-tert-butyl-dimethyl-silane

Guidance literature:: Multi-step reaction with 12 steps

1.1: NaH; CS₂; MeI / tetrahydrofuran / 20 °C

1.2: n-Bu₃SnH; AIBN / benzene / Heating

2.1: conc. HCl / CHCl₃ / 20 °C

2.2: 46 percent / camphorsulfonic acid / CH₂Cl₂ / 20 °C

3.1: 97 percent / N-methylmorpholine / CH₂Cl₂ / 20 °C

4.1: 98 percent / MeI; NaHCO₃ / acetonitrile; H₂O / 20 °C

5.1: SmI₂; HMPA / methanol; tetrahydrofuran / 0 °C

6.1: LiAlH₄ / tetrahydrofuran / 20 °C

7.1: 84 percent / NaH / dimethylformamide / 20 °C

8.1: 89 percent / camphorsulfonic acid / methanol / 20 °C

9.1: 2,6-lutidine / CH₂Cl₂ / 20 °C

10.1: camphorsulfonic acid / methanol / 0 °C

11.1: I₂; PPh₃; imidazole / tetrahydrofuran / 20 °C

12.1: t-BuOK / tetrahydrofuran / 20 °C

With 4-methyl-morpholine; 1H-imidazole; 2,6-dimethylpyridine; hydrogenchloride; carbon disulfide; N,N,N,N,N,N-hexamethylphosphoric triamide; lithium aluminium tetrahydride; samarium diiodide; camphor-10-sulfonic acid; potassium tert-butylate; iodine; sodium hydride; sodium hydrogencarbonate; triphenylphosphine; methyl iodide; In tetrahydrofuran; methanol; dichloromethane; chloroform; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1002/1521-3773(20010316)40:6<1090::AID-ANIE10900>3.0.CO;2-W