[(1S,2S,5R)-2-Benzyloxymethyl-5-(1-benzyloxy-1-methyl-ethyl)-1-hydroxy-2-methyl-cyclohexyl]-propynoic acid ethyl ester

Base Information

Chemical Name:[(1S,2S,5R)-2-Benzyloxymethyl-5-(1-benzyloxy-1-methyl-ethyl)-1-hydroxy-2-methyl-cyclohexyl]-propynoic acid ethyl ester
CAS No.:76192-86-4
Molecular Formula:C₃₀H₃₈O₅
Molecular Weight:478.629
Hs Code.:

Synonyms:[(1S,2S,5R)-2-Benzyloxymethyl-5-(1-benzyloxy-1-methyl-ethyl)-1-hydroxy-2-methyl-cyclohexyl]-propynoic acid ethyl ester

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Chemical Property of [(1S,2S,5R)-2-Benzyloxymethyl-5-(1-benzyloxy-1-methyl-ethyl)-1-hydroxy-2-methyl-cyclohexyl]-propynoic acid ethyl ester

Chemical Property:

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MSDS Files:: SDS file from LookChem

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Technology Process of [(1S,2S,5R)-2-Benzyloxymethyl-5-(1-benzyloxy-1-methyl-ethyl)-1-hydroxy-2-methyl-cyclohexyl]-propynoic acid ethyl ester

There total 3 articles about [(1S,2S,5R)-2-Benzyloxymethyl-5-(1-benzyloxy-1-methyl-ethyl)-1-hydroxy-2-methyl-cyclohexyl]-propynoic acid ethyl ester 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: 92.0%

: 72036-30-7
ethyl 3-lithiopropiolate

: 76192-81-9
(2S,5R)-2-Benzyloxymethyl-5-(1-benzyloxy-1-methyl-ethyl)-2-methyl-cyclohexanone

: 76192-86-4
[(1S,2S,5R)-2-Benzyloxymethyl-5-(1-benzyloxy-1-methyl-ethyl)-1-hydroxy-2-methyl-cyclohexyl]-propynoic acid ethyl ester

Guidance literature:: In tetrahydrofuran; at -78 ℃; for 1h;
DOI:10.1021/ja00545a032

Reference yield:

: 76207-98-2
(1S,3S,6R)-3-Benzyloxymethyl-3,7,7-trimethyl-bicyclo[4.1.0]heptan-2-one

: 76192-86-4
[(1S,2S,5R)-2-Benzyloxymethyl-5-(1-benzyloxy-1-methyl-ethyl)-1-hydroxy-2-methyl-cyclohexyl]-propynoic acid ethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 85 percent / p-toluenesulfonic acid

2: 92 percent / tetrahydrofuran / 1 h / -78 °C

With toluene-4-sulfonic acid; In tetrahydrofuran;
DOI:10.1021/ja00545a032

Reference yield:

: 497-62-1,5561-14-8,16838-46-3,16838-48-5,18541-52-1,24563-23-3,57693-89-7,74431-68-8,83945-86-2,85993-62-0
(-)-2-carone

: 76192-86-4
[(1S,2S,5R)-2-Benzyloxymethyl-5-(1-benzyloxy-1-methyl-ethyl)-1-hydroxy-2-methyl-cyclohexyl]-propynoic acid ethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 65 percent / LDA / tetrahydrofuran

2: 85 percent / p-toluenesulfonic acid

3: 92 percent / tetrahydrofuran / 1 h / -78 °C

With toluene-4-sulfonic acid; lithium diisopropyl amide; In tetrahydrofuran;
DOI:10.1021/ja00545a032