(2R,3R,4R,5S)-3,4-bis(benzyloxy)-2-(benzyloxymethyl)-5-methylpyrrolidine

Base Information

Chemical Name:(2R,3R,4R,5S)-3,4-bis(benzyloxy)-2-(benzyloxymethyl)-5-methylpyrrolidine
CAS No.:944544-03-0
Molecular Formula:C₂₇H₃₁NO₃
Molecular Weight:417.548
Hs Code.:

Synonyms:(2R,3R,4R,5S)-3,4-bis(benzyloxy)-2-(benzyloxymethyl)-5-methylpyrrolidine

Suppliers and Price of (2R,3R,4R,5S)-3,4-bis(benzyloxy)-2-(benzyloxymethyl)-5-methylpyrrolidine

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (2R,3R,4R,5S)-3,4-bis(benzyloxy)-2-(benzyloxymethyl)-5-methylpyrrolidine

Chemical Property:

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Technology Process of (2R,3R,4R,5S)-3,4-bis(benzyloxy)-2-(benzyloxymethyl)-5-methylpyrrolidine

There total 10 articles about (2R,3R,4R,5S)-3,4-bis(benzyloxy)-2-(benzyloxymethyl)-5-methylpyrrolidine 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:

: 75-16-1
methylmagnesium bromide

: 397242-80-7
(2R,3R,4R)-3,4-bis(benzyloxy)-2-(benzyloxymethyl)-3,4-dihydro-2H-pyrrole

: 944544-02-9
(2R,3R,4R,5R)-3,4-bis(benzyloxy)-2-(benzyloxymethyl)-5-methylpyrrolidine

: 944544-03-0
(2R,3R,4R,5S)-3,4-bis(benzyloxy)-2-(benzyloxymethyl)-5-methylpyrrolidine

Guidance literature:: In tetrahydrofuran; diethyl ether; at -40 - 20 ℃;
DOI:10.1016/j.tet.2014.01.039

Reference yield:

: 944544-01-8
C₃₂H₃₉NO₆

: 944544-02-9
(2R,3R,4R,5R)-3,4-bis(benzyloxy)-2-(benzyloxymethyl)-5-methylpyrrolidine

: 944544-03-0
(2R,3R,4R,5S)-3,4-bis(benzyloxy)-2-(benzyloxymethyl)-5-methylpyrrolidine

Guidance literature:: With triethylsilane; boron trifluoride diethyl etherate; In dichloromethane; at -78 - 20 ℃;
DOI:10.1016/j.tet.2007.02.087

Reference yield:

: 944543-93-5
(3S,4R,5R)-5-benzyloxymethyl-3,4-dibenzyloxy-1-(4-methoxybenzyl)-pyrrolidin-2-one

: 944544-03-0
(2R,3R,4R,5S)-3,4-bis(benzyloxy)-2-(benzyloxymethyl)-5-methylpyrrolidine

Guidance literature:: Multi-step reaction with 4 steps

1: 85 percent / ceric ammonium nitrate / acetonitrile; H₂O / 5.5 h / 0 - 20 °C

2: 95 percent / 4-(dimethylamino)pyridine; NEt₃ / CH₂Cl₂ / 4 h / 20 °C

3: 82 percent / CH₂Cl₂; diethyl ether / 2 h / -20 °C

4: triethylsilane; boron trifluoride etherate / CH₂Cl₂ / -78 - 20 °C

With triethylsilane; dmap; ammonium cerium(IV) nitrate; boron trifluoride diethyl etherate; triethylamine; In diethyl ether; dichloromethane; water; acetonitrile; 3: Grignard reaction;
DOI:10.1016/j.tet.2007.02.087