(3aS,4S,6S,7aR)-6-cyanomethyl-4-(2-methoxyphenyl)-2-tert-butyloxycarbonylperhydroisoindol-4-ol

Base Information

Chemical Name:(3aS,4S,6S,7aR)-6-cyanomethyl-4-(2-methoxyphenyl)-2-tert-butyloxycarbonylperhydroisoindol-4-ol
CAS No.:179603-10-2
Molecular Formula:C₂₂H₃₀N₂O₄
Molecular Weight:386.491
Hs Code.:

Synonyms:(3aS,4S,6S,7aR)-6-cyanomethyl-4-(2-methoxyphenyl)-2-tert-butyloxycarbonylperhydroisoindol-4-ol

Suppliers and Price of (3aS,4S,6S,7aR)-6-cyanomethyl-4-(2-methoxyphenyl)-2-tert-butyloxycarbonylperhydroisoindol-4-ol

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Chemical Property of (3aS,4S,6S,7aR)-6-cyanomethyl-4-(2-methoxyphenyl)-2-tert-butyloxycarbonylperhydroisoindol-4-ol

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Technology Process of (3aS,4S,6S,7aR)-6-cyanomethyl-4-(2-methoxyphenyl)-2-tert-butyloxycarbonylperhydroisoindol-4-ol

There total 6 articles about (3aS,4S,6S,7aR)-6-cyanomethyl-4-(2-methoxyphenyl)-2-tert-butyloxycarbonylperhydroisoindol-4-ol 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: 68.0%

: 16750-63-3
2-methoxyphenylmagnesium bromide

: (3aS,6S,7aR)-6-Cyanomethyl-4-oxo-octahydro-isoindole-2-carboxylic acid tert-butyl ester

: 179603-10-2
(3aS,4S,6S,7aR)-6-cyanomethyl-4-(2-methoxyphenyl)-2-tert-butyloxycarbonylperhydroisoindol-4-ol

Guidance literature:: In toluene; at 0 ℃;
DOI:10.1016/S0040-4039(96)02017-5

Reference yield:

: 179603-11-3
(3aS,4S,6R,7aR)-4-(2-methoxyphenyl)-2-tert-butyloxycarbonyl-6-tosyloxymethylperhydroisoindol-4-ol

: 179603-10-2
(3aS,4S,6S,7aR)-6-cyanomethyl-4-(2-methoxyphenyl)-2-tert-butyloxycarbonylperhydroisoindol-4-ol

Guidance literature:: In dimethyl sulfoxide;

Reference yield:

: 24424-99-5
di-tert-butyl dicarbonate

: 179603-10-2
(3aS,4S,6S,7aR)-6-cyanomethyl-4-(2-methoxyphenyl)-2-tert-butyloxycarbonylperhydroisoindol-4-ol

Guidance literature:: Multi-step reaction with 5 steps

1: 96 percent / aq. NaOH / toluene / 40 °C

2: 89 percent / methylisobutylketone, Seignette salt / Al(OiPr)3 / toluene / 55 °C

3: 71 percent / aq. NaOH, Aliquat 336 / toluene

4: 96 percent / Cu₂O / acetonitrile / Heating

5: 68 percent / toluene / 0 °C

With sodium hydroxide; Aliquat 336; Rochelle's salt; 4-methyl-2-pentanone; copper(I) oxide; aluminum isopropoxide; In toluene; acetonitrile;
DOI:10.1016/S0040-4039(96)02017-5