(2R,3S)-1-Benzyl-3-benzyloxy-2-((3aR,5R,6S,6aR)-6-benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-pyrrolidine

Base Information

Chemical Name:(2R,3S)-1-Benzyl-3-benzyloxy-2-((3aR,5R,6S,6aR)-6-benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-pyrrolidine
CAS No.:899431-79-9
Molecular Formula:C₃₂H₃₇NO₅
Molecular Weight:515.649
Hs Code.:

Synonyms:(2R,3S)-1-Benzyl-3-benzyloxy-2-((3aR,5R,6S,6aR)-6-benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-pyrrolidine

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Chemical Property of (2R,3S)-1-Benzyl-3-benzyloxy-2-((3aR,5R,6S,6aR)-6-benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-pyrrolidine

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Technology Process of (2R,3S)-1-Benzyl-3-benzyloxy-2-((3aR,5R,6S,6aR)-6-benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-pyrrolidine

There total 9 articles about (2R,3S)-1-Benzyl-3-benzyloxy-2-((3aR,5R,6S,6aR)-6-benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-pyrrolidine 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:

: 899431-78-8
(1R,2S)-1-Benzylamino-1-((3aR,5R,6S,6aR)-6-benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-but-3-en-2-ol

: 899431-79-9
(2R,3S)-1-Benzyl-3-benzyloxy-2-((3aR,5R,6S,6aR)-6-benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-pyrrolidine

Guidance literature:: Multi-step reaction with 2 steps

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

1.2: sodium borohydride / tetrahydrofuran; H₂O

2.1: 0.48 g / TBAI / tetrahydrofuran; H₂O; various solvent(s) / 6 h / 0 - 20 °C

With mercury(II) diacetate; tetra-(n-butyl)ammonium iodide; In tetrahydrofuran; water;
DOI:10.1021/jo0601617

Reference yield:

: 899431-77-7
3-O-benzyl-1,2-O-isopropylidene-5,7,8-trideoxy-5-(N-benzylamino)-(5-N,6(S)-O-carbonyl)-α-L-glycero-D-gluco-7-eno-oct-1,4-furanose

: 899431-79-9
(2R,3S)-1-Benzyl-3-benzyloxy-2-((3aR,5R,6S,6aR)-6-benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-pyrrolidine

Guidance literature:: Multi-step reaction with 3 steps

1.1: 94 percent / aqueous KOH / methanol / 48 h / 90 °C

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

2.2: sodium borohydride / tetrahydrofuran; H₂O

3.1: 0.48 g / TBAI / tetrahydrofuran; H₂O; various solvent(s) / 6 h / 0 - 20 °C

With potassium hydroxide; mercury(II) diacetate; tetra-(n-butyl)ammonium iodide; 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

: 899431-79-9
(2R,3S)-1-Benzyl-3-benzyloxy-2-((3aR,5R,6S,6aR)-6-benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-pyrrolidine

Guidance literature:: Multi-step reaction with 6 steps

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

2.1: tetrahydrofuran / 1 h / -50 °C

3.1: 0.4 g / aq. KOH / methanol / 0.17 h / 90 °C

4.1: 94 percent / aqueous KOH / methanol / 48 h / 90 °C

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

5.2: sodium borohydride / tetrahydrofuran; H₂O

6.1: 0.48 g / TBAI / tetrahydrofuran; H₂O; various solvent(s) / 6 h / 0 - 20 °C

With potassium hydroxide; sodium periodate; mercury(II) diacetate; tetra-(n-butyl)ammonium iodide; In tetrahydrofuran; methanol; water; acetone; 2.1: Grignard reaction;
DOI:10.1021/jo0601617