(2R,3R)-3-Hydroxy-2-((3aR,5R,6S,6aR)-6-hydroxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-pyrrolidine-1-carboxylic acid benzyl ester

Base Information

Chemical Name:(2R,3R)-3-Hydroxy-2-((3aR,5R,6S,6aR)-6-hydroxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-pyrrolidine-1-carboxylic acid benzyl ester
CAS No.:899431-74-4
Molecular Formula:C₁₉H₂₅NO₇
Molecular Weight:379.41
Hs Code.:

Synonyms:(2R,3R)-3-Hydroxy-2-((3aR,5R,6S,6aR)-6-hydroxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-pyrrolidine-1-carboxylic acid benzyl ester

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Chemical Property of (2R,3R)-3-Hydroxy-2-((3aR,5R,6S,6aR)-6-hydroxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-pyrrolidine-1-carboxylic acid benzyl ester

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Technology Process of (2R,3R)-3-Hydroxy-2-((3aR,5R,6S,6aR)-6-hydroxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-pyrrolidine-1-carboxylic acid benzyl ester

There total 10 articles about (2R,3R)-3-Hydroxy-2-((3aR,5R,6S,6aR)-6-hydroxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-pyrrolidine-1-carboxylic acid benzyl ester 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:

: 899431-73-3
(2R,3R)-1-Benzyl-2-((3aR,5R,6S,6aR)-6-benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-pyrrolidin-3-ol

: 899431-74-4
(2R,3R)-3-Hydroxy-2-((3aR,5R,6S,6aR)-6-hydroxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-pyrrolidine-1-carboxylic acid benzyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: ammonium formate / Pd/C / methanol / 1 h / 80 °C

2: 0.068 g / sodium bicarbonate / methanol; H₂O / 3 h / 0 °C

With ammonium formate; sodium hydrogencarbonate; palladium on activated charcoal; In methanol; water;
DOI:10.1021/jo0601617

Reference yield:

: 899431-71-1
(4R,5R)-3-Benzyl-4-((3aR,5R,6S,6aR)-6-benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-5-vinyl-oxazolidin-2-one

: 899431-74-4
(2R,3R)-3-Hydroxy-2-((3aR,5R,6S,6aR)-6-hydroxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-pyrrolidine-1-carboxylic acid benzyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: 98 percent / aqueous KOH / methanol / 48 h / 90 °C

2.1: Hg(OAc)2 / tetrahydrofuran; H₂O / 3 h / 20 °C

2.2: 74 percent / sodium borohydride / tetrahydrofuran; H₂O

3.1: ammonium formate / Pd/C / methanol / 1 h / 80 °C

4.1: 0.068 g / sodium bicarbonate / methanol; H₂O / 3 h / 0 °C

With potassium hydroxide; mercury(II) diacetate; ammonium formate; sodium hydrogencarbonate; palladium on activated charcoal; In tetrahydrofuran; methanol; water;
DOI:10.1021/jo0601617

Reference yield:

: Benzyl-[(S)-1-((2R,3R,4R,5S)-3-benzyloxy-4,5-dihydroxy-tetrahydro-furan-2-yl)-2-oxo-ethyl]-carbamic acid benzyl ester

: 899431-74-4
(2R,3R)-3-Hydroxy-2-((3aR,5R,6S,6aR)-6-hydroxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-pyrrolidine-1-carboxylic acid benzyl ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: 2.90 g / sodium metaperiodate / acetone; H₂O / 6 h

2.1: tetrahydrofuran / 1 h / -50 °C

3.1: 1.2 g / aq. KOH / methanol / 0.17 h / 90 °C

4.1: 98 percent / aqueous KOH / methanol / 48 h / 90 °C

5.1: Hg(OAc)2 / tetrahydrofuran; H₂O / 3 h / 20 °C

5.2: 74 percent / sodium borohydride / tetrahydrofuran; H₂O

6.1: ammonium formate / Pd/C / methanol / 1 h / 80 °C

7.1: 0.068 g / sodium bicarbonate / methanol; H₂O / 3 h / 0 °C

With potassium hydroxide; sodium periodate; mercury(II) diacetate; ammonium formate; sodium hydrogencarbonate; palladium on activated charcoal; In tetrahydrofuran; methanol; water; acetone; 2.1: Grignard reaction;
DOI:10.1021/jo0601617