3-methyl-3-{[(1,3,6-trimethoxy-1,3-dihydro-isobenzofuran-1-ylmethyl)-amino]-methyl}-cyclohex-1-enecarbonitrile

Base Information

Chemical Name:3-methyl-3-{[(1,3,6-trimethoxy-1,3-dihydro-isobenzofuran-1-ylmethyl)-amino]-methyl}-cyclohex-1-enecarbonitrile
CAS No.:905927-11-9
Molecular Formula:C₂₁H₂₈N₂O₄
Molecular Weight:372.464
Hs Code.:

Synonyms:3-methyl-3-{[(1,3,6-trimethoxy-1,3-dihydro-isobenzofuran-1-ylmethyl)-amino]-methyl}-cyclohex-1-enecarbonitrile

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Chemical Property of 3-methyl-3-{[(1,3,6-trimethoxy-1,3-dihydro-isobenzofuran-1-ylmethyl)-amino]-methyl}-cyclohex-1-enecarbonitrile

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Technology Process of 3-methyl-3-{[(1,3,6-trimethoxy-1,3-dihydro-isobenzofuran-1-ylmethyl)-amino]-methyl}-cyclohex-1-enecarbonitrile

There total 4 articles about 3-methyl-3-{[(1,3,6-trimethoxy-1,3-dihydro-isobenzofuran-1-ylmethyl)-amino]-methyl}-cyclohex-1-enecarbonitrile 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: 79.0%

: 905927-10-8
3-formyl-3-methyl-cyclohex-1-enecarbonitrile

: 1032593-18-2
1-azidomethyl-1,3,6-trimethoxy-1,3-dihydro-isobenzofuran

: 905927-11-9
3-methyl-3-{[(1,3,6-trimethoxy-1,3-dihydro-isobenzofuran-1-ylmethyl)-amino]-methyl}-cyclohex-1-enecarbonitrile

Guidance literature:: 1-azidomethyl-1,3,6-trimethoxy-1,3-dihydro-isobenzofuran; With tributylphosphine; In dichloromethane; at 23 ℃; for 0.5h;

3-formyl-3-methyl-cyclohex-1-enecarbonitrile; In dichloromethane; for 2.5h;

With sodium tris(acetoxy)borohydride; In dichloromethane; for 14h;
DOI:10.1021/ja0625430

Reference yield:

: 862563-59-5
trifluoromethanesulfonic acid 3-formyl-3-methyl-cyclohex-1-enyl ester

: 905927-11-9
3-methyl-3-{[(1,3,6-trimethoxy-1,3-dihydro-isobenzofuran-1-ylmethyl)-amino]-methyl}-cyclohex-1-enecarbonitrile

Guidance literature:: Multi-step reaction with 2 steps

1.1: 85 percent / Pd(PPh₃)4 / dimethylformamide / 0.42 h / 60 °C

2.1: PBu₃ / CH₂Cl₂ / 0.5 h / 23 °C

2.2: CH₂Cl₂ / 2.5 h

2.3: 79 percent / NaBH(OAc)3 / CH₂Cl₂ / 14 h

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; tributylphosphine; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ja0625430

Reference yield:

: 862563-46-0
trifluoromethanesulfonic acid 3-cyano-3-methyl-cyclohex-1-enyl ester

: 905927-11-9
3-methyl-3-{[(1,3,6-trimethoxy-1,3-dihydro-isobenzofuran-1-ylmethyl)-amino]-methyl}-cyclohex-1-enecarbonitrile

Guidance literature:: Multi-step reaction with 3 steps

1.1: 92 percent / DIBAL-H / toluene / 0.5 h / 0 °C

2.1: 85 percent / Pd(PPh₃)4 / dimethylformamide / 0.42 h / 60 °C

3.1: PBu₃ / CH₂Cl₂ / 0.5 h / 23 °C

3.2: CH₂Cl₂ / 2.5 h

3.3: 79 percent / NaBH(OAc)3 / CH₂Cl₂ / 14 h

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; tributylphosphine; diisobutylaluminium hydride; In dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1021/ja0625430