(2R,3R,4S,5S,6R)-3,4,5-Tris-benzyloxy-2-ethylsulfanyl-6-{2-[2-(2-trityloxy-ethoxy)-ethoxy]-ethoxymethyl}-tetrahydro-pyran

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Chemical Name:(2R,3R,4S,5S,6R)-3,4,5-Tris-benzyloxy-2-ethylsulfanyl-6-{2-[2-(2-trityloxy-ethoxy)-ethoxy]-ethoxymethyl}-tetrahydro-pyran
CAS No.:213766-49-5
Molecular Formula:C₅₄H₆₀O₈S
Molecular Weight:869.132
Hs Code.:

Synonyms:(2R,3R,4S,5S,6R)-3,4,5-Tris-benzyloxy-2-ethylsulfanyl-6-{2-[2-(2-trityloxy-ethoxy)-ethoxy]-ethoxymethyl}-tetrahydro-pyran

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Chemical Property of (2R,3R,4S,5S,6R)-3,4,5-Tris-benzyloxy-2-ethylsulfanyl-6-{2-[2-(2-trityloxy-ethoxy)-ethoxy]-ethoxymethyl}-tetrahydro-pyran

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Technology Process of (2R,3R,4S,5S,6R)-3,4,5-Tris-benzyloxy-2-ethylsulfanyl-6-{2-[2-(2-trityloxy-ethoxy)-ethoxy]-ethoxymethyl}-tetrahydro-pyran

There total 8 articles about (2R,3R,4S,5S,6R)-3,4,5-Tris-benzyloxy-2-ethylsulfanyl-6-{2-[2-(2-trityloxy-ethoxy)-ethoxy]-ethoxymethyl}-tetrahydro-pyran 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: 89.0%

: 146462-59-1
1-(methylsulfonyl)-10-(triphenylcarbinyl)-1,4,7,10-tetraoxadecane

: 213767-45-4
ethyl 2,3,4-tri-O-benzyl-6-O-chloroacetyl-1-thio-α-D-galactopyranoside

: 213766-49-5
(2R,3R,4S,5S,6R)-3,4,5-Tris-benzyloxy-2-ethylsulfanyl-6-{2-[2-(2-trityloxy-ethoxy)-ethoxy]-ethoxymethyl}-tetrahydro-pyran

Guidance literature:: With sodium hydride; In tetrahydrofuran; 1.) 50 deg C, 1 h, 2.) 65 deg C, 18 h;
DOI:10.1021/jo9806097

Reference yield:

: 76-83-5
trityl chloride

: 213766-49-5
(2R,3R,4S,5S,6R)-3,4,5-Tris-benzyloxy-2-ethylsulfanyl-6-{2-[2-(2-trityloxy-ethoxy)-ethoxy]-ethoxymethyl}-tetrahydro-pyran

Guidance literature:: Multi-step reaction with 3 steps

1: 49 percent / pyridine; CH₂Cl₂ / Ambient temperature

2: 82 percent / pyridine; CH₂Cl₂ / Ambient temperature

3: 89 percent / NaH / tetrahydrofuran / 1.) 50 deg C, 1 h, 2.) 65 deg C, 18 h

With sodium hydride; In tetrahydrofuran; pyridine; dichloromethane;
DOI:10.1021/jo9806097

Reference yield:

: 100-39-0
benzyl bromide

: 213766-49-5
(2R,3R,4S,5S,6R)-3,4,5-Tris-benzyloxy-2-ethylsulfanyl-6-{2-[2-(2-trityloxy-ethoxy)-ethoxy]-ethoxymethyl}-tetrahydro-pyran

Guidance literature:: Multi-step reaction with 3 steps

1: 74 percent / NaH / dimethylformamide / 1.) 0 deg C, 30 min, 2.) 0 deg C to room temperature, overnight

2: 95 percent / TBAF / tetrahydrofuran / 6 h / Ambient temperature

3: 89 percent / NaH / tetrahydrofuran / 1.) 50 deg C, 1 h, 2.) 65 deg C, 18 h

With tetrabutyl ammonium fluoride; sodium hydride; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1021/jo9806097