carbonic acid allyl ester 1-(3-benzyloxy-propyl)-5-methoxy-bicyclo[3.2.1]oct-2-en-2-yl ester

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Chemical Name:carbonic acid allyl ester 1-(3-benzyloxy-propyl)-5-methoxy-bicyclo[3.2.1]oct-2-en-2-yl ester
CAS No.:202413-35-2
Molecular Formula:C₂₃H₃₀O₅
Molecular Weight:386.488
Hs Code.:

Synonyms:carbonic acid allyl ester 1-(3-benzyloxy-propyl)-5-methoxy-bicyclo[3.2.1]oct-2-en-2-yl ester

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Chemical Property of carbonic acid allyl ester 1-(3-benzyloxy-propyl)-5-methoxy-bicyclo[3.2.1]oct-2-en-2-yl ester

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Technology Process of carbonic acid allyl ester 1-(3-benzyloxy-propyl)-5-methoxy-bicyclo[3.2.1]oct-2-en-2-yl ester

There total 1 articles about carbonic acid allyl ester 1-(3-benzyloxy-propyl)-5-methoxy-bicyclo[3.2.1]oct-2-en-2-yl 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: 88.0%

: 202413-34-1
1-(3-benzyloxypropyl)-5-methoxybicyclo[3.2.1]octan-2-one

: 2937-50-0
Allyl chloroformate

: 202413-35-2
carbonic acid allyl ester 1-(3-benzyloxy-propyl)-5-methoxy-bicyclo[3.2.1]oct-2-en-2-yl ester

Guidance literature:: 1-(3-benzyloxypropyl)-5-methoxybicyclo[3.2.1]octan-2-one; With potassium tert-butylate; In tetrahydrofuran; at -78 ℃; for 0.5h;

Allyl chloroformate; In tetrahydrofuran; at -78 - 20 ℃;
DOI:10.1246/bcsj.71.231

Reference yield: 92.0%

: 202413-35-2
carbonic acid allyl ester 1-(3-benzyloxy-propyl)-5-methoxy-bicyclo[3.2.1]oct-2-en-2-yl ester

: 183312-15-4
1-(3-benzyloxypropyl)-5-methoxybicyclo[3.2.1]oct-3-en-2-one

Guidance literature:: palladium diacetate; In acetonitrile; for 1h; Heating;
DOI:10.1246/bcsj.71.231

Reference yield:

: 202413-35-2
carbonic acid allyl ester 1-(3-benzyloxy-propyl)-5-methoxy-bicyclo[3.2.1]oct-2-en-2-yl ester

: 183311-99-1
4-(3-benzyloxypropyl)-1-methylbicyclo[2.2.2]oct-5-en-2-one

Guidance literature:: Multi-step reaction with 7 steps

1.1: 92 percent / palladium(II) acetate / acetonitrile / 1 h / Heating

2.1: copper(I) iodide / diethyl ether / 0.17 h / -20 °C

2.2: 97 percent / diethyl ether / 0.5 h / -78 - 20 °C

3.1: LDA / tetrahydrofuran / 0.5 h / -78 °C

3.2: 6.04 g / tetrahydrofuran / 0.5 h / -78 °C

4.1: 7.19 g / NBS / tetrahydrofuran / 0 °C

5.1: 3.76 g / lithium carbonate; lithium bromide / dimethylformamide / 1 h / 130 °C

6.1: 2.14 g / DIBAL-H / toluene / -78 - 20 °C

7.1: 1.72 g / p-toluenesulfonic acid / benzene / 0.5 h / Heating

With N-Bromosuccinimide; copper(l) iodide; lithium carbonate; diisobutylaluminium hydride; toluene-4-sulfonic acid; lithium bromide; lithium diisopropyl amide; palladium diacetate; In tetrahydrofuran; diethyl ether; N,N-dimethyl-formamide; toluene; acetonitrile; benzene; 1.1: Elimination / 2.1: transmetallation / 2.2: Addition / 3.1: Metallation / 3.2: silylation / 4.1: Bromination / 5.1: Dehydrobromination / 6.1: Reduction / 7.1: Rearrangement;
DOI:10.1246/bcsj.71.231