(1'S,2R,3R,4R,5R)-3,4-(dimethanesulfonyloxy)-2-(1'-methoxymethoxyethyl)-5-trityloxymethyltetrahydrofuran

Base Information

Chemical Name:(1'S,2R,3R,4R,5R)-3,4-(dimethanesulfonyloxy)-2-(1'-methoxymethoxyethyl)-5-trityloxymethyltetrahydrofuran
CAS No.:861902-77-4
Molecular Formula:C₃₀H₃₆O₁₀S₂
Molecular Weight:620.742
Hs Code.:

Synonyms:(1'S,2R,3R,4R,5R)-3,4-(dimethanesulfonyloxy)-2-(1'-methoxymethoxyethyl)-5-trityloxymethyltetrahydrofuran

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Chemical Property of (1'S,2R,3R,4R,5R)-3,4-(dimethanesulfonyloxy)-2-(1'-methoxymethoxyethyl)-5-trityloxymethyltetrahydrofuran

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Technology Process of (1'S,2R,3R,4R,5R)-3,4-(dimethanesulfonyloxy)-2-(1'-methoxymethoxyethyl)-5-trityloxymethyltetrahydrofuran

There total 4 articles about (1'S,2R,3R,4R,5R)-3,4-(dimethanesulfonyloxy)-2-(1'-methoxymethoxyethyl)-5-trityloxymethyltetrahydrofuran 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: 74.0%

: 861902-76-3
(1'S,2R,3R,4R,5R)-2-(1'-methoxymethoxyethyl)-5-trityloxymethyltetrahydrofuran-3,4-diol

: 124-63-0
methanesulfonyl chloride

: 861902-77-4
(1'S,2R,3R,4R,5R)-3,4-(dimethanesulfonyloxy)-2-(1'-methoxymethoxyethyl)-5-trityloxymethyltetrahydrofuran

Guidance literature:: With triethylamine; In dichloromethane; at 0 - 20 ℃; for 12h;
DOI:10.1016/j.tet.2005.04.059

Reference yield:

: 861902-74-1
(1S,2'R,3'R,4'R,5'R)-1-[3',4'-bis(tert-butyldimethylsilanyloxy)-5'-trityloxymethyltetrahydrofuran-2'-yl]ethanol

: 861902-77-4
(1'S,2R,3R,4R,5R)-3,4-(dimethanesulfonyloxy)-2-(1'-methoxymethoxyethyl)-5-trityloxymethyltetrahydrofuran

Guidance literature:: Multi-step reaction with 3 steps

1: 384 mg / N,N-diisopropylethylamine / CH₂Cl₂ / 48 h / 0 - 20 °C

2: 214 mg / n-tetrabutylammonium fluoride / tetrahydrofuran / 5 h / 20 °C

3: 74 percent / triethylamine / CH₂Cl₂ / 12 h / 0 - 20 °C

With tetrabutyl ammonium fluoride; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1016/j.tet.2005.04.059

Reference yield:

: 861902-75-2
(1'S,2R,3R,4R,5R)-3,4-bis(tert-butyldimethylsilanyloxy)-2-(1'-methoxymethoxyethyl)-5-trityloxymethyltetrahydrofuran

: 861902-77-4
(1'S,2R,3R,4R,5R)-3,4-(dimethanesulfonyloxy)-2-(1'-methoxymethoxyethyl)-5-trityloxymethyltetrahydrofuran

Guidance literature:: Multi-step reaction with 2 steps

1: 214 mg / n-tetrabutylammonium fluoride / tetrahydrofuran / 5 h / 20 °C

2: 74 percent / triethylamine / CH₂Cl₂ / 12 h / 0 - 20 °C

With tetrabutyl ammonium fluoride; triethylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1016/j.tet.2005.04.059