(2S,3R,5aS,7R,8S,10aR)-8-Benzyloxy-7-benzyloxymethyl-2-[(2R,3R,4R,5S,6S)-4,5-bis-benzyloxy-6-(2-benzyloxy-ethyl)-3-(4-bromo-benzyloxy)-tetrahydro-pyran-2-ylmethyl]-2,3,5a,7,8,10a-hexahydro-1,6-dioxa-heptalen-3-ol

Base Information

Chemical Name:(2S,3R,5aS,7R,8S,10aR)-8-Benzyloxy-7-benzyloxymethyl-2-[(2R,3R,4R,5S,6S)-4,5-bis-benzyloxy-6-(2-benzyloxy-ethyl)-3-(4-bromo-benzyloxy)-tetrahydro-pyran-2-ylmethyl]-2,3,5a,7,8,10a-hexahydro-1,6-dioxa-heptalen-3-ol
CAS No.:482647-12-1
Molecular Formula:C₆₁H₆₅BrO₁₀
Molecular Weight:1038.09
Hs Code.:

(2S,3R,5aS,7R,8S,10aR)-8-Benzyloxy-7-benzyloxymethyl-2-[(2R,3R,4R,5S,6S)-4,5-bis-benzyloxy-6-(2-benzyloxy-ethyl)-3-(4-bromo-benzyloxy)-tetrahydro-pyran-2-ylmethyl]-2,3,5a,7,8,10a-hexahydro-1,6-dioxa-heptalen-3-ol

Synonyms:(2S,3R,5aS,7R,8S,10aR)-8-Benzyloxy-7-benzyloxymethyl-2-[(2R,3R,4R,5S,6S)-4,5-bis-benzyloxy-6-(2-benzyloxy-ethyl)-3-(4-bromo-benzyloxy)-tetrahydro-pyran-2-ylmethyl]-2,3,5a,7,8,10a-hexahydro-1,6-dioxa-heptalen-3-ol

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Chemical Property of (2S,3R,5aS,7R,8S,10aR)-8-Benzyloxy-7-benzyloxymethyl-2-[(2R,3R,4R,5S,6S)-4,5-bis-benzyloxy-6-(2-benzyloxy-ethyl)-3-(4-bromo-benzyloxy)-tetrahydro-pyran-2-ylmethyl]-2,3,5a,7,8,10a-hexahydro-1,6-dioxa-heptalen-3-ol

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Technology Process of (2S,3R,5aS,7R,8S,10aR)-8-Benzyloxy-7-benzyloxymethyl-2-[(2R,3R,4R,5S,6S)-4,5-bis-benzyloxy-6-(2-benzyloxy-ethyl)-3-(4-bromo-benzyloxy)-tetrahydro-pyran-2-ylmethyl]-2,3,5a,7,8,10a-hexahydro-1,6-dioxa-heptalen-3-ol

There total 1 articles about (2S,3R,5aS,7R,8S,10aR)-8-Benzyloxy-7-benzyloxymethyl-2-[(2R,3R,4R,5S,6S)-4,5-bis-benzyloxy-6-(2-benzyloxy-ethyl)-3-(4-bromo-benzyloxy)-tetrahydro-pyran-2-ylmethyl]-2,3,5a,7,8,10a-hexahydro-1,6-dioxa-heptalen-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: 43.0%

: 75-05-8,26809-02-9
acetonitrile

: 482646-94-6
(Z)-5-((2S,3R,6S,7R)-6-Benzyloxy-7-benzyloxymethyl-3-hydroxy-2,3,6,7-tetrahydro-oxepin-2-yl)-1-[(2R,3R,4R,5S,6S)-4,5-bis-benzyloxy-6-(2-benzyloxy-ethyl)-3-(4-bromo-benzyloxy)-tetrahydro-pyran-2-yl]-3-hydroxy-pent-4-en-2-one

: (2R,3S,5aS,7R,8S,10aR)-8-Benzyloxy-7-benzyloxymethyl-2-[(2R,3R,4R,5S,6S)-4,5-bis-benzyloxy-6-(2-benzyloxy-ethyl)-3-(4-bromo-benzyloxy)-tetrahydro-pyran-2-ylmethyl]-2,3,5a,7,8,10a-hexahydro-1,6-dioxa-heptalen-3-ol

: 482647-12-1
(2S,3R,5aS,7R,8S,10aR)-8-Benzyloxy-7-benzyloxymethyl-2-[(2R,3R,4R,5S,6S)-4,5-bis-benzyloxy-6-(2-benzyloxy-ethyl)-3-(4-bromo-benzyloxy)-tetrahydro-pyran-2-ylmethyl]-2,3,5a,7,8,10a-hexahydro-1,6-dioxa-heptalen-3-ol

: (1R,3S,7R,10S,12R,13S)-13-Benzyloxy-12-benzyloxymethyl-3-[(2R,3R,4R,5S,6S)-4,5-bis-benzyloxy-6-(2-benzyloxy-ethyl)-3-(4-bromo-benzyloxy)-tetrahydro-pyran-2-ylmethyl]-5-methyl-2,6,11-trioxa-4-aza-tricyclo[8.5.0.0^3,7]pentadeca-4,8,14-triene

Guidance literature:: With triethylsilane; trimethylsilyl trifluoromethanesulfonate; at 0 ℃; for 0.2h;
DOI:10.1055/s-2002-34904

Reference yield:

: 104-92-7
1-bromo-4-methoxy-benzene

: 73183-34-3
bis(pinacol)diborane

: 482647-12-1
(2S,3R,5aS,7R,8S,10aR)-8-Benzyloxy-7-benzyloxymethyl-2-[(2R,3R,4R,5S,6S)-4,5-bis-benzyloxy-6-(2-benzyloxy-ethyl)-3-(4-bromo-benzyloxy)-tetrahydro-pyran-2-ylmethyl]-2,3,5a,7,8,10a-hexahydro-1,6-dioxa-heptalen-3-ol

: 3-benzyloxy-2-benzyloxymethyl-7-{4,5-bis-benzyloxy-6-(2-benzyloxy-ethyl)-3-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-benzyloxy]-tetrahydro-pyran-2-ylmethyl}-8-(4-methoxy-phenoxy)-2,3,5a,7,8,10a-hexahydro-1,6-dioxa-heptalene

Guidance literature:: With potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In dimethyl sulfoxide; at 80 ℃; for 24h;
DOI:10.1055/s-2002-34904

Reference yield:

: 482647-12-1
(2S,3R,5aS,7R,8S,10aR)-8-Benzyloxy-7-benzyloxymethyl-2-[(2R,3R,4R,5S,6S)-4,5-bis-benzyloxy-6-(2-benzyloxy-ethyl)-3-(4-bromo-benzyloxy)-tetrahydro-pyran-2-ylmethyl]-2,3,5a,7,8,10a-hexahydro-1,6-dioxa-heptalen-3-ol

: 482647-16-5
(2S,3R,5aS,7R,8S,10aR)-8-Benzyloxy-7-benzyloxymethyl-2-[(2R,3R,4R,5S,6S)-4,5-bis-benzyloxy-6-(2-benzyloxy-ethyl)-3-(4-methoxy-benzyloxy)-tetrahydro-pyran-2-ylmethyl]-2,3,5a,7,8,10a-hexahydro-1,6-dioxa-heptalen-3-ol

Guidance literature:: Multi-step reaction with 3 steps

1: KOAc / PdCl₂(dppf) / dimethylsulfoxide / 24 h / 80 °C

2: aq. NaOH; H₂O₂ / tetrahydrofuran / 1 h / 25 °C

3: 100 percent / K₂CO₃ / dimethylformamide / 14 h / 55 °C

With sodium hydroxide; dihydrogen peroxide; potassium acetate; potassium carbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In tetrahydrofuran; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1055/s-2002-34904