(2S,3S,4R,5R)-3,4-bis(benzyloxy)-2-(((2S,3S,4R,5R)-4-(benzyloxy)-5-((benzyloxy)methyl)-2-methoxytetrahydrofuran-3-yl)oxy)-5-((benzyloxy)methyl)tetra-hydrofuran

Base Information

Chemical Name:(2S,3S,4R,5R)-3,4-bis(benzyloxy)-2-(((2S,3S,4R,5R)-4-(benzyloxy)-5-((benzyloxy)methyl)-2-methoxytetrahydrofuran-3-yl)oxy)-5-((benzyloxy)methyl)tetra-hydrofuran
CAS No.:402758-89-8
Molecular Formula:C₄₆H₅₀O₉
Molecular Weight:746.898
Hs Code.:

(2S,3S,4R,5R)-3,4-bis(benzyloxy)-2-(((2S,3S,4R,5R)-4-(benzyloxy)-5-((benzyloxy)methyl)-2-methoxytetrahydrofuran-3-yl)oxy)-5-((benzyloxy)methyl)tetra-hydrofuran

Synonyms:(2S,3S,4R,5R)-3,4-bis(benzyloxy)-2-(((2S,3S,4R,5R)-4-(benzyloxy)-5-((benzyloxy)methyl)-2-methoxytetrahydrofuran-3-yl)oxy)-5-((benzyloxy)methyl)tetra-hydrofuran

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Chemical Property of (2S,3S,4R,5R)-3,4-bis(benzyloxy)-2-(((2S,3S,4R,5R)-4-(benzyloxy)-5-((benzyloxy)methyl)-2-methoxytetrahydrofuran-3-yl)oxy)-5-((benzyloxy)methyl)tetra-hydrofuran

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Technology Process of (2S,3S,4R,5R)-3,4-bis(benzyloxy)-2-(((2S,3S,4R,5R)-4-(benzyloxy)-5-((benzyloxy)methyl)-2-methoxytetrahydrofuran-3-yl)oxy)-5-((benzyloxy)methyl)tetra-hydrofuran

There total 10 articles about (2S,3S,4R,5R)-3,4-bis(benzyloxy)-2-(((2S,3S,4R,5R)-4-(benzyloxy)-5-((benzyloxy)methyl)-2-methoxytetrahydrofuran-3-yl)oxy)-5-((benzyloxy)methyl)tetra-hydrofuran 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: 77.0%

: 2-(((2R,3S,4R,5R)-3,4-bis(benzyloxy)-5-((benzyloxy)methyl)tetrahydrofuran-2-yl)oxy)-5,5-dimethyl-1,3,2-dioxaphosphinane 2-oxide

: 329360-22-7
1-O-methyl-3,5-di-O-benzyl-α-D-arabinofuranose

: 402758-89-8
(2S,3S,4R,5R)-3,4-bis(benzyloxy)-2-(((2S,3S,4R,5R)-4-(benzyloxy)-5-((benzyloxy)methyl)-2-methoxytetrahydrofuran-3-yl)oxy)-5-((benzyloxy)methyl)tetra-hydrofuran

Guidance literature:: With C₅₀H₅₅F₉N₆O₄S₂; at 40 ℃; for 48h; stereoselective reaction; Molecular sieve; Inert atmosphere;
DOI:10.1021/jacs.0c00335

Reference yield:

: 2-(((2R,3S,4R,5R)-3,4-bis(benzyloxy)-5-((benzyloxy)methyl)tetrahydrofuran-2-yl)oxy)-5,5-dimethyl-1,3,2-dioxaphosphinane 2-oxide

: 329360-22-7
1-O-methyl-3,5-di-O-benzyl-α-D-arabinofuranose

: methyl (2,3,5-tri-O-benzyl-α-D-arabinofuranosyl)-(1->2)-3,5-di-O-benzyl-α-D-arabinofuranoside

: 402758-89-8
(2S,3S,4R,5R)-3,4-bis(benzyloxy)-2-(((2S,3S,4R,5R)-4-(benzyloxy)-5-((benzyloxy)methyl)-2-methoxytetrahydrofuran-3-yl)oxy)-5-((benzyloxy)methyl)tetra-hydrofuran

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -78 ℃; for 1h; Overall yield = 30 percentSpectr.; Inert atmosphere;
DOI:10.1021/jacs.0c00335

Reference yield:

: 60933-68-8
3,4,6-tri-O-benzyl-β-D-arabinofuranoside

: 402758-89-8
(2S,3S,4R,5R)-3,4-bis(benzyloxy)-2-(((2S,3S,4R,5R)-4-(benzyloxy)-5-((benzyloxy)methyl)-2-methoxytetrahydrofuran-3-yl)oxy)-5-((benzyloxy)methyl)tetra-hydrofuran

Guidance literature:: Multi-step reaction with 2 steps

1: dmap / dichloromethane / 18 h / 20 °C / Inert atmosphere

2: C₅₀H₅₅F₉N₆O₄S₂ / 48 h / 40 °C / Molecular sieve; Inert atmosphere

With dmap; C₅₀H₅₅F₉N₆O₄S₂; In dichloromethane;
DOI:10.1021/jacs.0c00335