(1R,6R)-6-((R)-1-Benzyloxy-ethyl)-2-oxo-1-prop-2-ynyl-cyclohex-3-enecarboxylic acid methyl ester

Base Information

Chemical Name:(1R,6R)-6-((R)-1-Benzyloxy-ethyl)-2-oxo-1-prop-2-ynyl-cyclohex-3-enecarboxylic acid methyl ester
CAS No.:160714-19-2
Molecular Formula:C₂₀H₂₂O₄
Molecular Weight:326.392
Hs Code.:

Synonyms:(1R,6R)-6-((R)-1-Benzyloxy-ethyl)-2-oxo-1-prop-2-ynyl-cyclohex-3-enecarboxylic acid methyl ester

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Chemical Property of (1R,6R)-6-((R)-1-Benzyloxy-ethyl)-2-oxo-1-prop-2-ynyl-cyclohex-3-enecarboxylic acid methyl ester

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Technology Process of (1R,6R)-6-((R)-1-Benzyloxy-ethyl)-2-oxo-1-prop-2-ynyl-cyclohex-3-enecarboxylic acid methyl ester

There total 7 articles about (1R,6R)-6-((R)-1-Benzyloxy-ethyl)-2-oxo-1-prop-2-ynyl-cyclohex-3-enecarboxylic acid methyl 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: 72.0%

: 106-96-7
propargyl bromide

: 160714-18-1
(1R,6R)-6-((R)-1-Benzyloxy-ethyl)-2-oxo-cyclohex-3-enecarboxylic acid methyl ester

: 160714-19-2
(1R,6R)-6-((R)-1-Benzyloxy-ethyl)-2-oxo-1-prop-2-ynyl-cyclohex-3-enecarboxylic acid methyl ester

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; at 0 ℃;
DOI:10.1021/jo00098a009

Reference yield:

: 53346-05-7,41954-96-5,81445-44-5,81445-45-6
(R)-2-benzyloxypropanal

: 160714-19-2
(1R,6R)-6-((R)-1-Benzyloxy-ethyl)-2-oxo-1-prop-2-ynyl-cyclohex-3-enecarboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 80 percent / methanol / 0 °C

2: 100 percent / p-hydroquinone / 160 °C

3: 100 percent / 10percent HF / acetonitrile / Ambient temperature

4: 97 percent / PDC, MS-4A / CH₂Cl₂ / Ambient temperature

5: 72 percent / NaH / dimethylformamide / 0 °C

With dipyridinium dichromate; hydrogen fluoride; sodium hydride; hydroquinone; In methanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jo00098a009

Reference yield:

: 110920-21-3
C₁₆H₁₈OS

: 160714-19-2
(1R,6R)-6-((R)-1-Benzyloxy-ethyl)-2-oxo-1-prop-2-ynyl-cyclohex-3-enecarboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: NaIO₄ / H₂O; methanol / Ambient temperature

2: (CF₃CO)2O, pyridine / CH₂Cl₂

3: 80 percent / methanol / 0 °C

4: 100 percent / p-hydroquinone / 160 °C

5: 100 percent / 10percent HF / acetonitrile / Ambient temperature

6: 97 percent / PDC, MS-4A / CH₂Cl₂ / Ambient temperature

7: 72 percent / NaH / dimethylformamide / 0 °C

With pyridine; sodium periodate; dipyridinium dichromate; hydrogen fluoride; sodium hydride; hydroquinone; trifluoroacetic anhydride; In methanol; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jo00098a009