(2R,4aR,9aS)-6-[(2R,3S,6R,7S)-6-Benzyloxy-7-benzyloxymethyl-3-(4-methoxy-benzyloxy)-oxepan-2-ylmethyl]-2-phenyl-4a,8,9,9a-tetrahydro-4H-1,3,5-trioxa-benzocycloheptene

Base Information

Chemical Name:(2R,4aR,9aS)-6-[(2R,3S,6R,7S)-6-Benzyloxy-7-benzyloxymethyl-3-(4-methoxy-benzyloxy)-oxepan-2-ylmethyl]-2-phenyl-4a,8,9,9a-tetrahydro-4H-1,3,5-trioxa-benzocycloheptene
CAS No.:568571-88-0
Molecular Formula:C₄₄H₅₀O₈
Molecular Weight:706.876
Hs Code.:

(2R,4aR,9aS)-6-[(2R,3S,6R,7S)-6-Benzyloxy-7-benzyloxymethyl-3-(4-methoxy-benzyloxy)-oxepan-2-ylmethyl]-2-phenyl-4a,8,9,9a-tetrahydro-4H-1,3,5-trioxa-benzocycloheptene

Synonyms:(2R,4aR,9aS)-6-[(2R,3S,6R,7S)-6-Benzyloxy-7-benzyloxymethyl-3-(4-methoxy-benzyloxy)-oxepan-2-ylmethyl]-2-phenyl-4a,8,9,9a-tetrahydro-4H-1,3,5-trioxa-benzocycloheptene

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Chemical Property of (2R,4aR,9aS)-6-[(2R,3S,6R,7S)-6-Benzyloxy-7-benzyloxymethyl-3-(4-methoxy-benzyloxy)-oxepan-2-ylmethyl]-2-phenyl-4a,8,9,9a-tetrahydro-4H-1,3,5-trioxa-benzocycloheptene

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Technology Process of (2R,4aR,9aS)-6-[(2R,3S,6R,7S)-6-Benzyloxy-7-benzyloxymethyl-3-(4-methoxy-benzyloxy)-oxepan-2-ylmethyl]-2-phenyl-4a,8,9,9a-tetrahydro-4H-1,3,5-trioxa-benzocycloheptene

There total 17 articles about (2R,4aR,9aS)-6-[(2R,3S,6R,7S)-6-Benzyloxy-7-benzyloxymethyl-3-(4-methoxy-benzyloxy)-oxepan-2-ylmethyl]-2-phenyl-4a,8,9,9a-tetrahydro-4H-1,3,5-trioxa-benzocycloheptene 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:

: 291304-23-9
Phosphoric acid diphenyl ester (2R,4aR,9aS)-2-phenyl-4a,8,9,9a-tetrahydro-4H-1,3,5-trioxa-benzocyclohepten-6-yl ester

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

: 568571-88-0
(2R,4aR,9aS)-6-[(2R,3S,6R,7S)-6-Benzyloxy-7-benzyloxymethyl-3-(4-methoxy-benzyloxy)-oxepan-2-ylmethyl]-2-phenyl-4a,8,9,9a-tetrahydro-4H-1,3,5-trioxa-benzocycloheptene

Guidance literature:: (2S,3R,6S)-3-Benzyloxy-2-benzyloxymethyl-6-(4-methoxy-benzyloxy)-7-methylene-oxepane; With 9-borabicyclo[3.3.1]nonane dimer; In tetrahydrofuran; at 20 ℃;

Phosphoric acid diphenyl ester (2R,4aR,9aS)-2-phenyl-4a,8,9,9a-tetrahydro-4H-1,3,5-trioxa-benzocyclohepten-6-yl ester; With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium hydrogencarbonate; In N,N-dimethyl-formamide; at 50 ℃;
DOI:10.1016/S0040-4039(03)00949-3

Reference yield:

: 568571-86-8
[(2R,3S,6R,7S)-6-Benzyloxy-7-benzyloxymethyl-3-(4-methoxy-benzyloxy)-oxepan-2-yl]-methanol

: 568571-88-0
(2R,4aR,9aS)-6-[(2R,3S,6R,7S)-6-Benzyloxy-7-benzyloxymethyl-3-(4-methoxy-benzyloxy)-oxepan-2-ylmethyl]-2-phenyl-4a,8,9,9a-tetrahydro-4H-1,3,5-trioxa-benzocycloheptene

Guidance literature:: Multi-step reaction with 3 steps

1.1: 94 percent / I₂; imidazole; PPh₃ / benzene / 0.58 h / 20 °C

2.1: 95 percent / potassium t-butoxide / tetrahydrofuran / 1.5 h / 0 °C

3.1: 9-BBN / tetrahydrofuran / 2.5 h / 20 °C

3.2: 9.46 g / Pd(PPh₃)4; aq. NaHCO₃ / dimethylformamide; tetrahydrofuran / 14 h / 50 °C

With 1H-imidazole; 9-borabicyclo[3.3.1]nonane dimer; potassium tert-butylate; iodine; triphenylphosphine; In tetrahydrofuran; benzene; 3.2: 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

: 568571-88-0
(2R,4aR,9aS)-6-[(2R,3S,6R,7S)-6-Benzyloxy-7-benzyloxymethyl-3-(4-methoxy-benzyloxy)-oxepan-2-ylmethyl]-2-phenyl-4a,8,9,9a-tetrahydro-4H-1,3,5-trioxa-benzocycloheptene

Guidance literature:: Multi-step reaction with 2 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

With 9-borabicyclo[3.3.1]nonane dimer; potassium tert-butylate; In tetrahydrofuran; 2.2: Suzuki-Miyaura cross-coupling;
DOI:10.1021/ja042686r