(2R,3S,6R,7S)-6-Benzyloxy-7-benzyloxymethyl-2-((2R,4aR,6S,7R,9aS)-2-phenyl-7-triethylsilanyloxy-hexahydro-1,3,5-trioxa-benzocyclohepten-6-ylmethyl)-oxepan-3-ol

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Chemical Name:(2R,3S,6R,7S)-6-Benzyloxy-7-benzyloxymethyl-2-((2R,4aR,6S,7R,9aS)-2-phenyl-7-triethylsilanyloxy-hexahydro-1,3,5-trioxa-benzocyclohepten-6-ylmethyl)-oxepan-3-ol
CAS No.:568572-03-2
Molecular Formula:C₄₂H₅₈O₈Si
Molecular Weight:719.003
Hs Code.:

(2R,3S,6R,7S)-6-Benzyloxy-7-benzyloxymethyl-2-((2R,4aR,6S,7R,9aS)-2-phenyl-7-triethylsilanyloxy-hexahydro-1,3,5-trioxa-benzocyclohepten-6-ylmethyl)-oxepan-3-ol

Synonyms:(2R,3S,6R,7S)-6-Benzyloxy-7-benzyloxymethyl-2-((2R,4aR,6S,7R,9aS)-2-phenyl-7-triethylsilanyloxy-hexahydro-1,3,5-trioxa-benzocyclohepten-6-ylmethyl)-oxepan-3-ol

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Chemical Property of (2R,3S,6R,7S)-6-Benzyloxy-7-benzyloxymethyl-2-((2R,4aR,6S,7R,9aS)-2-phenyl-7-triethylsilanyloxy-hexahydro-1,3,5-trioxa-benzocyclohepten-6-ylmethyl)-oxepan-3-ol

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Technology Process of (2R,3S,6R,7S)-6-Benzyloxy-7-benzyloxymethyl-2-((2R,4aR,6S,7R,9aS)-2-phenyl-7-triethylsilanyloxy-hexahydro-1,3,5-trioxa-benzocyclohepten-6-ylmethyl)-oxepan-3-ol

There total 22 articles about (2R,3S,6R,7S)-6-Benzyloxy-7-benzyloxymethyl-2-((2R,4aR,6S,7R,9aS)-2-phenyl-7-triethylsilanyloxy-hexahydro-1,3,5-trioxa-benzocyclohepten-6-ylmethyl)-oxepan-3-ol 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: 97.0%

: 568572-02-1
{(2R,4aR,6S,7R,9aS)-6-[(2R,3S,6R,7S)-6-Benzyloxy-7-benzyloxymethyl-3-(4-methoxy-benzyloxy)-oxepan-2-ylmethyl]-2-phenyl-hexahydro-1,3,5-trioxa-benzocyclohepten-7-yloxy}-triethyl-silane

: 568572-03-2
(2R,3S,6R,7S)-6-Benzyloxy-7-benzyloxymethyl-2-((2R,4aR,6S,7R,9aS)-2-phenyl-7-triethylsilanyloxy-hexahydro-1,3,5-trioxa-benzocyclohepten-6-ylmethyl)-oxepan-3-ol

Guidance literature:: With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In phosphate buffer; dichloromethane; at 20 ℃; pH=7.0;
DOI:10.1016/S0040-4039(03)00949-3

Reference yield:

: 568571-87-9
(2S,3R,6S)-3-Benzyloxy-2-benzyloxymethyl-6-(4-methoxy-benzyloxy)-7-methylene-oxepane

: 568572-03-2
(2R,3S,6R,7S)-6-Benzyloxy-7-benzyloxymethyl-2-((2R,4aR,6S,7R,9aS)-2-phenyl-7-triethylsilanyloxy-hexahydro-1,3,5-trioxa-benzocyclohepten-6-ylmethyl)-oxepan-3-ol

Guidance literature:: Multi-step reaction with 4 steps

1.1: 9-BBN / tetrahydrofuran / 2.5 h / 20 °C

1.2: 9.46 g / Pd(PPh₃)4; aq. NaHCO₃ / dimethylformamide; tetrahydrofuran / 14 h / 50 °C

2.1: BH₃*SMe₂ / tetrahydrofuran / 4 h / 0 °C

2.2: 2.98 g / aq. H₂O₂; NaOH / tetrahydrofuran / 2.5 h / 20 °C

3.1: 96 percent / 2,6-lutidine / CH₂Cl₂ / 1.5 h / 0 °C

4.1: 88 percent / DDQ; aq. phosphate buffer / CH₂Cl₂ / 1 h / 20 °C / pH 7

With 2,6-dimethylpyridine; 9-borabicyclo[3.3.1]nonane dimer; phosphate buffer; dimethylsulfide borane complex; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; dichloromethane; 1.2: Suzuki-Miyaura cross-coupling;
DOI:10.1021/ja042686r

Reference yield:

: 568572-01-0
(2S,3R,6S,7S)-3-Benzyloxy-2-benzyloxymethyl-7-iodomethyl-6-(4-methoxy-benzyloxy)-oxepane

: 568572-03-2
(2R,3S,6R,7S)-6-Benzyloxy-7-benzyloxymethyl-2-((2R,4aR,6S,7R,9aS)-2-phenyl-7-triethylsilanyloxy-hexahydro-1,3,5-trioxa-benzocyclohepten-6-ylmethyl)-oxepan-3-ol

Guidance literature:: Multi-step reaction with 5 steps

1.1: 95 percent / potassium t-butoxide / tetrahydrofuran / 1.5 h / 0 °C

2.1: 9-BBN / tetrahydrofuran / 2.5 h / 20 °C

2.2: 9.46 g / Pd(PPh₃)4; aq. NaHCO₃ / dimethylformamide; tetrahydrofuran / 14 h / 50 °C

3.1: BH₃*SMe₂ / tetrahydrofuran / 4 h / 0 °C

3.2: 2.98 g / aq. H₂O₂; NaOH / tetrahydrofuran / 2.5 h / 20 °C

4.1: 96 percent / 2,6-lutidine / CH₂Cl₂ / 1.5 h / 0 °C

5.1: 88 percent / DDQ; aq. phosphate buffer / CH₂Cl₂ / 1 h / 20 °C / pH 7

With 2,6-dimethylpyridine; 9-borabicyclo[3.3.1]nonane dimer; phosphate buffer; dimethylsulfide borane complex; potassium tert-butylate; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; dichloromethane; 2.2: Suzuki-Miyaura cross-coupling;
DOI:10.1021/ja042686r