(2R,3S,4S,5R,6R,7R,8R,9S,10S,11R,12R)-8,9-Bis(benzyloxy)-4,5-bis<(tert-butyldimethylsilyl)oxy>-10,11:12,13-bis-O-(1-methylethylidene)-2,3,5,6-tridecanetetrol

Base Information

Chemical Name:(2R,3S,4S,5R,6R,7R,8R,9S,10S,11R,12R)-8,9-Bis(benzyloxy)-4,5-bis<(tert-butyldimethylsilyl)oxy>-10,11:12,13-bis-O-(1-methylethylidene)-2,3,5,6-tridecanetetrol
CAS No.:166945-67-1
Molecular Formula:C₄₅H₇₆O₁₂Si₂
Molecular Weight:865.262
Hs Code.:

(2R,3S,4S,5R,6R,7R,8R,9S,10S,11R,12R)-8,9-Bis(benzyloxy)-4,5-bis<(tert-butyldimethylsilyl)oxy>-10,11:12,13-bis-O-(1-methylethylidene)-2,3,5,6-tridecanetetrol

Synonyms:(2R,3S,4S,5R,6R,7R,8R,9S,10S,11R,12R)-8,9-Bis(benzyloxy)-4,5-bis<(tert-butyldimethylsilyl)oxy>-10,11:12,13-bis-O-(1-methylethylidene)-2,3,5,6-tridecanetetrol

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Chemical Property of (2R,3S,4S,5R,6R,7R,8R,9S,10S,11R,12R)-8,9-Bis(benzyloxy)-4,5-bis<(tert-butyldimethylsilyl)oxy>-10,11:12,13-bis-O-(1-methylethylidene)-2,3,5,6-tridecanetetrol

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Technology Process of (2R,3S,4S,5R,6R,7R,8R,9S,10S,11R,12R)-8,9-Bis(benzyloxy)-4,5-bis<(tert-butyldimethylsilyl)oxy>-10,11:12,13-bis-O-(1-methylethylidene)-2,3,5,6-tridecanetetrol

There total 1 articles about (2R,3S,4S,5R,6R,7R,8R,9S,10S,11R,12R)-8,9-Bis(benzyloxy)-4,5-bis<(tert-butyldimethylsilyl)oxy>-10,11:12,13-bis-O-(1-methylethylidene)-2,3,5,6-tridecanetetrol 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: 87.0%

: (4S,8S,9R,10R,11R,12R)-8,9-Bis(benzyloxy)-4,5-bis<(tert-butyldimethylsilyl)oxy>-10,11:12,13-bis-O-(1-methylethylidene)-2,6-tridecadiene

: 166945-67-1
(2R,3S,4S,5R,6R,7R,8R,9S,10S,11R,12R)-8,9-Bis(benzyloxy)-4,5-bis<(tert-butyldimethylsilyl)oxy>-10,11:12,13-bis-O-(1-methylethylidene)-2,3,5,6-tridecanetetrol

Guidance literature:: With osmium(VIII) oxide; 4-methylmorpholine N-oxide; In acetone; for 16h; Ambient temperature;
DOI:10.1021/jo00101a020

Reference yield: 76.0%

: 166945-67-1
(2R,3S,4S,5R,6R,7R,8R,9S,10S,11R,12R)-8,9-Bis(benzyloxy)-4,5-bis<(tert-butyldimethylsilyl)oxy>-10,11:12,13-bis-O-(1-methylethylidene)-2,3,5,6-tridecanetetrol

: (3R,4S,5S)-5-[(1R,2S,3R)-2,3-Bis-benzyloxy-1-hydroxy-3-((4R,5R,4'R)-2,2,2',2'-tetramethyl-[4,4']bi[[1,3]dioxolanyl]-5-yl)-propyl]-3,4-bis-(tert-butyl-dimethyl-silanyloxy)-tetrahydro-furan-2-ol

Guidance literature:: With periodic acid; In tetrahydrofuran; at 0 ℃; for 1h;
DOI:10.1021/jo00101a020

Reference yield:

: 166945-67-1
(2R,3S,4S,5R,6R,7R,8R,9S,10S,11R,12R)-8,9-Bis(benzyloxy)-4,5-bis<(tert-butyldimethylsilyl)oxy>-10,11:12,13-bis-O-(1-methylethylidene)-2,3,5,6-tridecanetetrol

: 166945-69-3
(2R,3S,4R,5R,6R,7S,8S,9R,10R)-6,7-Bis(benzyloxy)-2,3-bis<(tert-butyldimethylsilyl)oxy>-8,9:10,11-bis-O-(1-methylethylidene)-5-hydroxyundecanoic acid γ-lactone

Guidance literature:: Multi-step reaction with 2 steps

1: 76 percent / H₅IO₆ / tetrahydrofuran / 1 h / 0 °C

2: 77 percent / PCC, 3 Angstroem molecular sieves / CH₂Cl₂ / 4 h / Ambient temperature

With 3 A molecular sieve; periodic acid; pyridinium chlorochromate; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo00101a020