(2S,3R,4S,5S)-1-Benzyl-3,4-bis-benzyloxy-2-benzyloxymethyl-5-[(E)-2-((3aR,5R,5aS,8aS,8bR)-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-5-yl)-vinyl]-pyrrolidine

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Chemical Name:(2S,3R,4S,5S)-1-Benzyl-3,4-bis-benzyloxy-2-benzyloxymethyl-5-[(E)-2-((3aR,5R,5aS,8aS,8bR)-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-5-yl)-vinyl]-pyrrolidine
CAS No.:298700-92-2
Molecular Formula:C₄₆H₅₃NO₈
Molecular Weight:747.929
Hs Code.:

(2S,3R,4S,5S)-1-Benzyl-3,4-bis-benzyloxy-2-benzyloxymethyl-5-[(E)-2-((3aR,5R,5aS,8aS,8bR)-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-5-yl)-vinyl]-pyrrolidine

Synonyms:(2S,3R,4S,5S)-1-Benzyl-3,4-bis-benzyloxy-2-benzyloxymethyl-5-[(E)-2-((3aR,5R,5aS,8aS,8bR)-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-5-yl)-vinyl]-pyrrolidine

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Chemical Property of (2S,3R,4S,5S)-1-Benzyl-3,4-bis-benzyloxy-2-benzyloxymethyl-5-[(E)-2-((3aR,5R,5aS,8aS,8bR)-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-5-yl)-vinyl]-pyrrolidine

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Technology Process of (2S,3R,4S,5S)-1-Benzyl-3,4-bis-benzyloxy-2-benzyloxymethyl-5-[(E)-2-((3aR,5R,5aS,8aS,8bR)-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-5-yl)-vinyl]-pyrrolidine

There total 2 articles about (2S,3R,4S,5S)-1-Benzyl-3,4-bis-benzyloxy-2-benzyloxymethyl-5-[(E)-2-((3aR,5R,5aS,8aS,8bR)-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-5-yl)-vinyl]-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: 42.0%

: 69204-28-0
6-deoxy-1,2:3,4-di-O-isopropylidene-6-(triphenylphosphino)-α-D-galactopyranose iodide

: 298700-89-7
(2R,3S,4R,5S)-1-Benzyl-3,4-bis-benzyloxy-5-benzyloxymethyl-pyrrolidine-2-carbaldehyde

: 298700-92-2
(2S,3R,4S,5S)-1-Benzyl-3,4-bis-benzyloxy-2-benzyloxymethyl-5-[(E)-2-((3aR,5R,5aS,8aS,8bR)-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-5-yl)-vinyl]-pyrrolidine

Guidance literature:: With n-butyllithium; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; at -30 ℃; for 2h;
DOI:10.1016/S0040-4039(00)01005-4

Reference yield:

: 16838-89-4
2,3,5-tri-O-benzyl-D-ribofuranose

: 298700-92-2
(2S,3R,4S,5S)-1-Benzyl-3,4-bis-benzyloxy-2-benzyloxymethyl-5-[(E)-2-((3aR,5R,5aS,8aS,8bR)-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-5-yl)-vinyl]-pyrrolidine

Guidance literature:: Multi-step reaction with 2 steps

2: 42 percent / BuLi / tetrahydrofuran; hexamethylphosphoric acid triamide / 2 h / -30 °C

With n-butyllithium; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; 2: Wittig reaction;
DOI:10.1016/S0040-4039(00)01005-4

Reference yield:

: 298700-92-2
(2S,3R,4S,5S)-1-Benzyl-3,4-bis-benzyloxy-2-benzyloxymethyl-5-[(E)-2-((3aR,5R,5aS,8aS,8bR)-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-5-yl)-vinyl]-pyrrolidine

: 474799-98-9
(2S,3R,4S,5S)-1-Benzyl-3,4-bis-benzyloxy-2-benzyloxymethyl-5-[2-((3aR,5R,5aS,8aS,8bR)-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-5-yl)-ethyl]-pyrrolidine

Guidance literature:: With sodium acetate; toluene-4-sulfonic acid hydrazide; In 1,2-dimethoxyethane; water; at 85 ℃; for 5h;
DOI:10.1016/S0040-4039(00)01005-4