[(2R,3S,5R,7R,8S)-7-Benzyloxy-8-benzyloxymethyl-5-methyl-3-(naphthalen-2-ylmethoxy)-oxocan-2-yl]-methanol

Base Information

Chemical Name:[(2R,3S,5R,7R,8S)-7-Benzyloxy-8-benzyloxymethyl-5-methyl-3-(naphthalen-2-ylmethoxy)-oxocan-2-yl]-methanol
CAS No.:871912-68-4
Molecular Formula:C₃₅H₄₀O₅
Molecular Weight:540.7
Hs Code.:

Synonyms:[(2R,3S,5R,7R,8S)-7-Benzyloxy-8-benzyloxymethyl-5-methyl-3-(naphthalen-2-ylmethoxy)-oxocan-2-yl]-methanol

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Chemical Property of [(2R,3S,5R,7R,8S)-7-Benzyloxy-8-benzyloxymethyl-5-methyl-3-(naphthalen-2-ylmethoxy)-oxocan-2-yl]-methanol

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Technology Process of [(2R,3S,5R,7R,8S)-7-Benzyloxy-8-benzyloxymethyl-5-methyl-3-(naphthalen-2-ylmethoxy)-oxocan-2-yl]-methanol

There total 6 articles about [(2R,3S,5R,7R,8S)-7-Benzyloxy-8-benzyloxymethyl-5-methyl-3-(naphthalen-2-ylmethoxy)-oxocan-2-yl]-methanol 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: 85.0%

: 871912-64-0
(2R,4aR,6S,7R,9S,10aS)-7-Benzyloxy-6-benzyloxymethyl-9-methyl-2-naphthalen-2-yl-octahydro-1,3,5-trioxa-benzocyclooctene

: 871912-68-4
[(2R,3S,5R,7R,8S)-7-Benzyloxy-8-benzyloxymethyl-5-methyl-3-(naphthalen-2-ylmethoxy)-oxocan-2-yl]-methanol

Guidance literature:: With lithium aluminium tetrahydride; aluminium trichloride; In diethyl ether; dichloromethane; at 23 ℃; for 2h;
DOI:10.1016/j.tetlet.2005.09.164

Reference yield:

: (2R,4aR,6S,7R,9S,10aS)-6-Hydroxymethyl-9-methyl-2-phenyl-octahydro-1,3,5-trioxa-benzocycloocten-7-ol

: 871912-68-4
[(2R,3S,5R,7R,8S)-7-Benzyloxy-8-benzyloxymethyl-5-methyl-3-(naphthalen-2-ylmethoxy)-oxocan-2-yl]-methanol

Guidance literature:: Multi-step reaction with 4 steps

1: tBuOK; TBAI / tetrahydrofuran / 0.5 h / 23 °C

2: ethanedithiol; BF₃Et₂O / CH₂Cl₂ / 0.5 h / -20 °C

3: 93 percent / PPTS / benzene / 12 h / Heating

4: 85 percent / LiAlH₄; AlCl₃ / CH₂Cl₂; diethyl ether / 2 h / 23 °C

With ethandithiol; lithium aluminium tetrahydride; aluminium trichloride; boron trifluoride diethyl etherate; potassium tert-butylate; pyridinium p-toluenesulfonate; tetra-(n-butyl)ammonium iodide; In tetrahydrofuran; diethyl ether; dichloromethane; benzene;
DOI:10.1016/j.tetlet.2005.09.164

Reference yield:

: (2R,4aR,6S,7R,9S,10aS)-7-Benzyloxy-6-benzyloxymethyl-9-methyl-2-phenyl-octahydro-1,3,5-trioxa-benzocyclooctene

: 871912-68-4
[(2R,3S,5R,7R,8S)-7-Benzyloxy-8-benzyloxymethyl-5-methyl-3-(naphthalen-2-ylmethoxy)-oxocan-2-yl]-methanol

Guidance literature:: Multi-step reaction with 3 steps

1: ethanedithiol; BF₃Et₂O / CH₂Cl₂ / 0.5 h / -20 °C

2: 93 percent / PPTS / benzene / 12 h / Heating

3: 85 percent / LiAlH₄; AlCl₃ / CH₂Cl₂; diethyl ether / 2 h / 23 °C

With ethandithiol; lithium aluminium tetrahydride; aluminium trichloride; boron trifluoride diethyl etherate; pyridinium p-toluenesulfonate; In diethyl ether; dichloromethane; benzene;
DOI:10.1016/j.tetlet.2005.09.164