(1S,2R,4R,5S,6S)-4-(4-Methoxy-benzyloxy)-6-methoxymethoxy-2-methyl-bicyclo[3.2.1]octane

Base Information

Chemical Name:(1S,2R,4R,5S,6S)-4-(4-Methoxy-benzyloxy)-6-methoxymethoxy-2-methyl-bicyclo[3.2.1]octane
CAS No.:413599-29-8
Molecular Formula:C₁₉H₂₈O₄
Molecular Weight:320.429
Hs Code.:

Synonyms:(1S,2R,4R,5S,6S)-4-(4-Methoxy-benzyloxy)-6-methoxymethoxy-2-methyl-bicyclo[3.2.1]octane

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (1S,2R,4R,5S,6S)-4-(4-Methoxy-benzyloxy)-6-methoxymethoxy-2-methyl-bicyclo[3.2.1]octane

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Technology Process of (1S,2R,4R,5S,6S)-4-(4-Methoxy-benzyloxy)-6-methoxymethoxy-2-methyl-bicyclo[3.2.1]octane

There total 5 articles about (1S,2R,4R,5S,6S)-4-(4-Methoxy-benzyloxy)-6-methoxymethoxy-2-methyl-bicyclo[3.2.1]octane 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: 73.0%

: 824-94-2
p-methoxybenzyl chloride

: 413599-28-7
(1S,2R,4R,5S,7S)-7-Methoxymethoxy-4-methyl-bicyclo[3.2.1]octan-2-ol

: 413599-29-8
(1S,2R,4R,5S,6S)-4-(4-Methoxy-benzyloxy)-6-methoxymethoxy-2-methyl-bicyclo[3.2.1]octane

Guidance literature:: With tetra-(n-butyl)ammonium iodide; sodium hydride; In N,N-dimethyl-formamide;
DOI:10.1055/s-2002-19353

Reference yield:

: 413599-26-5
(1R,5S,7S)-7-methoxymethoxybicyclo[3.2.1]oct-3-en-2-one

: 413599-29-8
(1S,2R,4R,5S,6S)-4-(4-Methoxy-benzyloxy)-6-methoxymethoxy-2-methyl-bicyclo[3.2.1]octane

Guidance literature:: Multi-step reaction with 3 steps

1: 92 percent / CuCN; LiCl / tetrahydrofuran / -78 °C

2: 95 percent / NaBH₄ / methanol

3: 73 percent / NaH; TBAI / dimethylformamide

With sodium tetrahydroborate; tetra-(n-butyl)ammonium iodide; sodium hydride; lithium chloride; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;
DOI:10.1055/s-2002-19353

Reference yield:

: 413599-25-4
(1S,2S,5S,7S)-7-Methoxymethoxy-bicyclo[3.2.1]oct-3-en-2-ol

: 413599-29-8
(1S,2R,4R,5S,6S)-4-(4-Methoxy-benzyloxy)-6-methoxymethoxy-2-methyl-bicyclo[3.2.1]octane

Guidance literature:: Multi-step reaction with 4 steps

1: 93 percent / MnO₂ / CH₂Cl₂

2: 92 percent / CuCN; LiCl / tetrahydrofuran / -78 °C

3: 95 percent / NaBH₄ / methanol

4: 73 percent / NaH; TBAI / dimethylformamide

With manganese(IV) oxide; sodium tetrahydroborate; tetra-(n-butyl)ammonium iodide; sodium hydride; lithium chloride; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1055/s-2002-19353