(2R,3S,4aR,6S,8S,8aS)-8-Benzyloxy-6-(3-benzyloxy-propyl)-2-[1,3]dithian-2-ylmethyl-2,8a-dimethyl-octahydro-pyrano[3,2-b]pyran-3-ol

Base Information

Chemical Name:(2R,3S,4aR,6S,8S,8aS)-8-Benzyloxy-6-(3-benzyloxy-propyl)-2-[1,3]dithian-2-ylmethyl-2,8a-dimethyl-octahydro-pyrano[3,2-b]pyran-3-ol
CAS No.:494760-57-5
Molecular Formula:C₃₂H₄₄O₅S₂
Molecular Weight:572.83
Hs Code.:

Synonyms:(2R,3S,4aR,6S,8S,8aS)-8-Benzyloxy-6-(3-benzyloxy-propyl)-2-[1,3]dithian-2-ylmethyl-2,8a-dimethyl-octahydro-pyrano[3,2-b]pyran-3-ol

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Chemical Property of (2R,3S,4aR,6S,8S,8aS)-8-Benzyloxy-6-(3-benzyloxy-propyl)-2-[1,3]dithian-2-ylmethyl-2,8a-dimethyl-octahydro-pyrano[3,2-b]pyran-3-ol

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Technology Process of (2R,3S,4aR,6S,8S,8aS)-8-Benzyloxy-6-(3-benzyloxy-propyl)-2-[1,3]dithian-2-ylmethyl-2,8a-dimethyl-octahydro-pyrano[3,2-b]pyran-3-ol

There total 10 articles about (2R,3S,4aR,6S,8S,8aS)-8-Benzyloxy-6-(3-benzyloxy-propyl)-2-[1,3]dithian-2-ylmethyl-2,8a-dimethyl-octahydro-pyrano[3,2-b]pyran-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:

: [(2R,3S,4aR,6S,8S,8aS)-8-Benzyloxy-6-(3-benzyloxy-propyl)-2-[1,3]dithian-2-ylmethyl-2,8a-dimethyl-octahydro-pyrano[3,2-b]pyran-3-yloxy]-tert-butyl-dimethyl-silane

: 494760-57-5
(2R,3S,4aR,6S,8S,8aS)-8-Benzyloxy-6-(3-benzyloxy-propyl)-2-[1,3]dithian-2-ylmethyl-2,8a-dimethyl-octahydro-pyrano[3,2-b]pyran-3-ol

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; for 10h; Heating;
DOI:10.1021/ja036984k

Reference yield:

: 494760-56-4
2-[(2R,3S,4aR,6S,8S,8aS)-8-Benzyloxy-6-(3-benzyloxy-propyl)-3-(tert-butyl-dimethyl-silanyloxy)-2,8a-dimethyl-octahydro-pyrano[3,2-b]pyran-2-yl]-ethanol

: 494760-57-5
(2R,3S,4aR,6S,8S,8aS)-8-Benzyloxy-6-(3-benzyloxy-propyl)-2-[1,3]dithian-2-ylmethyl-2,8a-dimethyl-octahydro-pyrano[3,2-b]pyran-3-ol

Guidance literature:: Multi-step reaction with 3 steps

1: aq. KBr; TEMPO; NaClO / NaHCO₃ / CH₂Cl₂ / 1 h / 0 °C

2: BF₃*OEt₃ / CH₂Cl₂ / -78 - 0 °C

3: 2.58 g / TBAF / tetrahydrofuran / 10 h / Heating

With 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium hypochlorite; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; potassium bromide; sodium hydrogencarbonate; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ja036984k

Reference yield:

: 378742-02-0
[(2R,3S,4aR,6S,8S,8aS)-8-Benzyloxy-6-(3-benzyloxy-propyl)-2,8a-dimethyl-2-vinyl-octahydro-pyrano[3,2-b]pyran-3-yloxy]-tert-butyl-dimethyl-silane

: 494760-57-5
(2R,3S,4aR,6S,8S,8aS)-8-Benzyloxy-6-(3-benzyloxy-propyl)-2-[1,3]dithian-2-ylmethyl-2,8a-dimethyl-octahydro-pyrano[3,2-b]pyran-3-ol

Guidance literature:: Multi-step reaction with 4 steps

1.1: cyclohexene; BH₃*SMe₂ / tetrahydrofuran / 1 h / 0 °C

1.2: 95 percent / aq. NaOH; aq. H₂O₂ / tetrahydrofuran / 1 h / 0 °C

2.1: aq. KBr; TEMPO; NaClO / NaHCO₃ / CH₂Cl₂ / 1 h / 0 °C

3.1: BF₃*OEt₃ / CH₂Cl₂ / -78 - 0 °C

4.1: 2.58 g / TBAF / tetrahydrofuran / 10 h / Heating

With 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium hypochlorite; dimethylsulfide borane complex; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; potassium bromide; cyclohexene; sodium hydrogencarbonate; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ja036984k