(S)-allyl[1-[(3,6,7-trimethoxyphenanthren-9-yl)methyl]but-2-enyl]carbamic acid benzyl ester

Base Information

Chemical Name:(S)-allyl[1-[(3,6,7-trimethoxyphenanthren-9-yl)methyl]but-2-enyl]carbamic acid benzyl ester
CAS No.:697234-91-6
Molecular Formula:C₃₃H₃₅NO₅
Molecular Weight:525.645
Hs Code.:

Synonyms:(S)-allyl[1-[(3,6,7-trimethoxyphenanthren-9-yl)methyl]but-2-enyl]carbamic acid benzyl ester

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Chemical Property of (S)-allyl[1-[(3,6,7-trimethoxyphenanthren-9-yl)methyl]but-2-enyl]carbamic acid benzyl ester

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Technology Process of (S)-allyl[1-[(3,6,7-trimethoxyphenanthren-9-yl)methyl]but-2-enyl]carbamic acid benzyl ester

There total 7 articles about (S)-allyl[1-[(3,6,7-trimethoxyphenanthren-9-yl)methyl]but-2-enyl]carbamic acid benzyl 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: 100.0%

: 106-95-6
allyl bromide

: 697234-90-5
(S)-[1-[(3,6,7-trimethoxyphenanthren-9-yl)methyl]but-2-enyl]carbamic acid benzyl ester

: 697234-91-6
(S)-allyl[1-[(3,6,7-trimethoxyphenanthren-9-yl)methyl]but-2-enyl]carbamic acid benzyl ester

Guidance literature:: With sodium hydride; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; at 20 ℃; for 3h;
DOI:10.1021/jo049820a

Reference yield:

: 585573-79-1
10-(bromomethyl)-2,3,6-trimethoxyphenanthrene

: 697234-91-6
(S)-allyl[1-[(3,6,7-trimethoxyphenanthren-9-yl)methyl]but-2-enyl]carbamic acid benzyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 95 percent / Pd(CH₃CN)2Cl₂ / dimethylformamide / 2 h / 20 °C

2: 99 percent / DBU / CH₂Cl₂ / 2 h / 0 °C

3: 93 percent / toluene / 12 h / Heating

4: aq. NaOH / ethanol; CH₂Cl₂ / 24 h / 50 °C

5: 454 mg / tetrahydrofuran / 1 h / 20 °C

6: 100 percent / NaH / tetrahydrofuran; hexamethylphosphoric acid triamide / 3 h / 20 °C

With sodium hydroxide; sodium hydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; dichloro bis(acetonitrile) palladium(II); In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; ethanol; dichloromethane; N,N-dimethyl-formamide; toluene; 1: Stille coupling / 3: Overman rearrangement;
DOI:10.1021/jo049820a

Reference yield:

: 501-53-1,94274-21-2
benzyl chloroformate

: 697234-91-6
(S)-allyl[1-[(3,6,7-trimethoxyphenanthren-9-yl)methyl]but-2-enyl]carbamic acid benzyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 454 mg / tetrahydrofuran / 1 h / 20 °C

2: 100 percent / NaH / tetrahydrofuran; hexamethylphosphoric acid triamide / 3 h / 20 °C

With sodium hydride; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide;
DOI:10.1021/jo049820a