(2S,3S)-3-[(2S,3S,4S)-1-benzyl-3,4-di-tert-butoxypyrrolidin-2-yl]butane-1,2,4-triol

Base Information

Chemical Name:(2S,3S)-3-[(2S,3S,4S)-1-benzyl-3,4-di-tert-butoxypyrrolidin-2-yl]butane-1,2,4-triol
CAS No.:1294516-50-9
Molecular Formula:C₂₃H₃₉NO₅
Molecular Weight:409.566
Hs Code.:

Synonyms:(2S,3S)-3-[(2S,3S,4S)-1-benzyl-3,4-di-tert-butoxypyrrolidin-2-yl]butane-1,2,4-triol

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Chemical Property of (2S,3S)-3-[(2S,3S,4S)-1-benzyl-3,4-di-tert-butoxypyrrolidin-2-yl]butane-1,2,4-triol

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Technology Process of (2S,3S)-3-[(2S,3S,4S)-1-benzyl-3,4-di-tert-butoxypyrrolidin-2-yl]butane-1,2,4-triol

There total 4 articles about (2S,3S)-3-[(2S,3S,4S)-1-benzyl-3,4-di-tert-butoxypyrrolidin-2-yl]butane-1,2,4-triol 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%

: 1294516-49-6
(2S,3S)-3-[(2S,3S,4S)-3,4-di-tert-butoxypyrrolidin-2-yl]butane-1,2,4-triol

: 100-39-0
benzyl bromide

: 1294516-50-9
(2S,3S)-3-[(2S,3S,4S)-1-benzyl-3,4-di-tert-butoxypyrrolidin-2-yl]butane-1,2,4-triol

Guidance literature:: With potassium carbonate; In acetonitrile; at 20 ℃;
DOI:10.1055/s-0030-1259293

Reference yield:

: 879558-97-1
7,8-di-tert-butoxy-hexahydro-furo[3,4-d]pyrrolo[1,2-b]isoxazol-1-one

: 1294516-50-9
(2S,3S)-3-[(2S,3S,4S)-1-benzyl-3,4-di-tert-butoxypyrrolidin-2-yl]butane-1,2,4-triol

Guidance literature:: Multi-step reaction with 3 steps

1: lithium aluminium tetrahydride / tetrahydrofuran; diethyl ether / 0 - 20 °C

2: 20 % Pd(OH)2/C; hydrogen / methanol / 26 h

3: potassium carbonate / acetonitrile / 20 °C

With lithium aluminium tetrahydride; 20 % Pd(OH)2/C; hydrogen; potassium carbonate; In tetrahydrofuran; methanol; diethyl ether; acetonitrile;
DOI:10.1055/s-0030-1259293

Reference yield:

: 1062606-90-9
(2S,3S,3aS,4S,5S)-2,3-bis(hydroxymethyl)-4,5-di-tert-butoxy-hexahydropyrrolo[1,2-b]isoxazol

: 1294516-50-9
(2S,3S)-3-[(2S,3S,4S)-1-benzyl-3,4-di-tert-butoxypyrrolidin-2-yl]butane-1,2,4-triol

Guidance literature:: Multi-step reaction with 2 steps

1: 20 % Pd(OH)2/C; hydrogen / methanol / 26 h

2: potassium carbonate / acetonitrile / 20 °C

With 20 % Pd(OH)2/C; hydrogen; potassium carbonate; In methanol; acetonitrile;
DOI:10.1055/s-0030-1259293