2-((2R,3S,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)-1-(3-phenylpropyl)pyrrolidin-2-yl)-N-methylacetamide

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Chemical Name:2-((2R,3S,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)-1-(3-phenylpropyl)pyrrolidin-2-yl)-N-methylacetamide
CAS No.:1394841-33-8
Molecular Formula:C₁₇H₂₆N₂O₄
Molecular Weight:322.404
Hs Code.:

Synonyms:

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Chemical Property of 2-((2R,3S,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)-1-(3-phenylpropyl)pyrrolidin-2-yl)-N-methylacetamide

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Technology Process of 2-((2R,3S,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)-1-(3-phenylpropyl)pyrrolidin-2-yl)-N-methylacetamide

There total 12 articles about 2-((2R,3S,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)-1-(3-phenylpropyl)pyrrolidin-2-yl)-N-methylacetamide 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:

: 1105054-59-8
(2R,3R,4R,5R)-2-allyl-3,4-bis(benzyloxy)-5-((benzyloxy)methyl)pyrrolidin-1-ol

: 1394841-33-8
2-((2R,3S,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)-1-(3-phenylpropyl)pyrrolidin-2-yl)-N-methylacetamide

Guidance literature:: Multi-step reaction with 11 steps

1.1: zinc / methanol; acetic acid / 1 h / Reflux

1.2: 16 h / 20 °C

2.1: 4-methylmorpholine N-oxide; osmium(VIII) oxide / water; acetone / 16 h / 20 °C

3.1: sodium periodate / tetrahydrofuran / 3 h / 20 °C / Alkaline conditions

4.1: 2-methyl-but-2-ene; sodium chlorite; sodium dihydrogenphosphate / chloroform-d1; tert-butyl alcohol / 3 h / 20 °C

5.1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 48 h / 20 °C

6.1: hydrogen; palladium 10% on activated carbon / methanol / 16 h / 2068.65 Torr

7.1: pyridine; 1H-imidazole / 5 h / 20 °C

8.1: Dess-Martin periodane / dichloromethane / 1 h / 20 °C

9.1: sodium tetrahydroborate / 0.33 h / 0 °C

10.1: tetrabutyl ammonium fluoride / 3 h / 0 - 20 °C

11.1: hydrogenchloride / methanol / 2 h

11.2: 16 h / 20 °C

With pyridine; 1H-imidazole; hydrogenchloride; sodium chlorite; sodium tetrahydroborate; sodium periodate; sodium dihydrogenphosphate; osmium(VIII) oxide; 2-methyl-but-2-ene; palladium 10% on activated carbon; tetrabutyl ammonium fluoride; hydrogen; Dess-Martin periodane; 4-methylmorpholine N-oxide; N-ethyl-N,N-diisopropylamine; HATU; zinc; In tetrahydrofuran; methanol; chloroform-d1; dichloromethane; water; acetic acid; N,N-dimethyl-formamide; acetone; tert-butyl alcohol;

Reference yield:

: 1567688-03-2
(2R,3R,4R,5R)-tert-butyl 3,4-bis(benzyloxy)-2-((benzyloxy)methyl)-5-(2,3-dihydroxypropyl)pyrrolidine-1-carboxylate

: 1394841-33-8
2-((2R,3S,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)-1-(3-phenylpropyl)pyrrolidin-2-yl)-N-methylacetamide

Guidance literature:: Multi-step reaction with 9 steps

1.1: sodium periodate / tetrahydrofuran / 3 h / 20 °C / Alkaline conditions

2.1: 2-methyl-but-2-ene; sodium chlorite; sodium dihydrogenphosphate / chloroform-d1; tert-butyl alcohol / 3 h / 20 °C

3.1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 48 h / 20 °C

4.1: hydrogen; palladium 10% on activated carbon / methanol / 16 h / 2068.65 Torr

5.1: pyridine; 1H-imidazole / 5 h / 20 °C

6.1: Dess-Martin periodane / dichloromethane / 1 h / 20 °C

7.1: sodium tetrahydroborate / 0.33 h / 0 °C

8.1: tetrabutyl ammonium fluoride / 3 h / 0 - 20 °C

9.1: hydrogenchloride / methanol / 2 h

9.2: 16 h / 20 °C

With pyridine; 1H-imidazole; hydrogenchloride; sodium chlorite; sodium tetrahydroborate; sodium periodate; sodium dihydrogenphosphate; 2-methyl-but-2-ene; palladium 10% on activated carbon; tetrabutyl ammonium fluoride; hydrogen; Dess-Martin periodane; N-ethyl-N,N-diisopropylamine; HATU; In tetrahydrofuran; methanol; chloroform-d1; dichloromethane; N,N-dimethyl-formamide; tert-butyl alcohol;

Reference yield:

: 537030-19-6
(2R,3R,4R)-3,4-bis(benzyloxy)-2-((benzyloxy)methyl)-3,4-dihydro-2H-pyrrole 1-oxide

: 1394841-33-8
2-((2R,3S,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)-1-(3-phenylpropyl)pyrrolidin-2-yl)-N-methylacetamide

Guidance literature:: Multi-step reaction with 12 steps

1.1: tetrahydrofuran / 16 h / 20 °C

2.1: zinc / methanol; acetic acid / 1 h / Reflux

2.2: 16 h / 20 °C

3.1: 4-methylmorpholine N-oxide; osmium(VIII) oxide / water; acetone / 16 h / 20 °C

4.1: sodium periodate / tetrahydrofuran / 3 h / 20 °C / Alkaline conditions

5.1: 2-methyl-but-2-ene; sodium chlorite; sodium dihydrogenphosphate / chloroform-d1; tert-butyl alcohol / 3 h / 20 °C

6.1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 48 h / 20 °C

7.1: hydrogen; palladium 10% on activated carbon / methanol / 16 h / 2068.65 Torr

8.1: pyridine; 1H-imidazole / 5 h / 20 °C

9.1: Dess-Martin periodane / dichloromethane / 1 h / 20 °C

10.1: sodium tetrahydroborate / 0.33 h / 0 °C

11.1: tetrabutyl ammonium fluoride / 3 h / 0 - 20 °C

12.1: hydrogenchloride / methanol / 2 h

12.2: 16 h / 20 °C

With pyridine; 1H-imidazole; hydrogenchloride; sodium chlorite; sodium tetrahydroborate; sodium periodate; sodium dihydrogenphosphate; osmium(VIII) oxide; 2-methyl-but-2-ene; palladium 10% on activated carbon; tetrabutyl ammonium fluoride; hydrogen; Dess-Martin periodane; 4-methylmorpholine N-oxide; N-ethyl-N,N-diisopropylamine; HATU; zinc; In tetrahydrofuran; methanol; chloroform-d1; dichloromethane; water; acetic acid; N,N-dimethyl-formamide; acetone; tert-butyl alcohol;