((2R,3R,4S,5S)-1-benzyl-3,4-bis(benzyloxy)-5-(benzyloxymethyl)-pyrrolidin-2-yl)methyl-4-nitrobenzoate

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Chemical Name:((2R,3R,4S,5S)-1-benzyl-3,4-bis(benzyloxy)-5-(benzyloxymethyl)-pyrrolidin-2-yl)methyl-4-nitrobenzoate
CAS No.:1454797-34-2
Molecular Formula:C₄₁H₄₀N₂O₇
Molecular Weight:672.778
Hs Code.:

Synonyms:((2R,3R,4S,5S)-1-benzyl-3,4-bis(benzyloxy)-5-(benzyloxymethyl)-pyrrolidin-2-yl)methyl-4-nitrobenzoate

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Chemical Property of ((2R,3R,4S,5S)-1-benzyl-3,4-bis(benzyloxy)-5-(benzyloxymethyl)-pyrrolidin-2-yl)methyl-4-nitrobenzoate

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Technology Process of ((2R,3R,4S,5S)-1-benzyl-3,4-bis(benzyloxy)-5-(benzyloxymethyl)-pyrrolidin-2-yl)methyl-4-nitrobenzoate

There total 6 articles about ((2R,3R,4S,5S)-1-benzyl-3,4-bis(benzyloxy)-5-(benzyloxymethyl)-pyrrolidin-2-yl)methyl-4-nitrobenzoate 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: 92.0%

: 122-04-3
4-nitro-benzoyl chloride

: 474799-89-8
((2R,3R,4S,5S)-1-benzyl-3,4-bis(benzyloxy)-5-(benzyloxymethyl)-pyrrolidin-2-yl)methanol

: 1454797-34-2
((2R,3R,4S,5S)-1-benzyl-3,4-bis(benzyloxy)-5-(benzyloxymethyl)-pyrrolidin-2-yl)methyl-4-nitrobenzoate

Guidance literature:: With dmap; triethylamine; In dichloromethane; at 20 ℃; for 1h; Inert atmosphere;
DOI:10.1021/jo401613v

Reference yield:

: 1454797-10-4
(2R,3S,4S)-1,3,4-tris(benzyloxy)-5-oxo-6-(trityloxy)hexan-2-yl formate

: 1454797-34-2
((2R,3R,4S,5S)-1-benzyl-3,4-bis(benzyloxy)-5-(benzyloxymethyl)-pyrrolidin-2-yl)methyl-4-nitrobenzoate

Guidance literature:: Multi-step reaction with 5 steps

1: sodium tetrahydroborate / methanol / 1.25 h / 0 °C / Inert atmosphere

2: triethylamine; dmap / dichloromethane / 1 h / 0 °C / Inert atmosphere

3: 6 h / 140 °C / Inert atmosphere

4: trifluoroacetic acid / dichloromethane / 1 h / 0 °C / Inert atmosphere

5: triethylamine; dmap / dichloromethane / 1 h / 20 °C / Inert atmosphere

With dmap; sodium tetrahydroborate; triethylamine; trifluoroacetic acid; In methanol; dichloromethane;
DOI:10.1021/jo401613v

Reference yield:

: 1454797-27-3
(2R,3S,4R,5R)-1,3,4-tris(benzyloxy)-6-(trityloxy)hexane-2,5-diol

: 1454797-34-2
((2R,3R,4S,5S)-1-benzyl-3,4-bis(benzyloxy)-5-(benzyloxymethyl)-pyrrolidin-2-yl)methyl-4-nitrobenzoate

Guidance literature:: Multi-step reaction with 4 steps

1: triethylamine; dmap / dichloromethane / 1 h / 0 °C / Inert atmosphere

2: 6 h / 140 °C / Inert atmosphere

3: trifluoroacetic acid / dichloromethane / 1 h / 0 °C / Inert atmosphere

4: triethylamine; dmap / dichloromethane / 1 h / 20 °C / Inert atmosphere

With dmap; triethylamine; trifluoroacetic acid; In dichloromethane;
DOI:10.1021/jo401613v