(3R,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxymethyl)-tetrahydro-pyran-2-ol

Base Information

Chemical Name:(3R,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxymethyl)-tetrahydro-pyran-2-ol
CAS No.:150584-78-4
Molecular Formula:C₅₄H₅₈O₁₁
Molecular Weight:883.048
Hs Code.:

(3R,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxymethyl)-tetrahydro-pyran-2-ol

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Chemical Property of (3R,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxymethyl)-tetrahydro-pyran-2-ol

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Technology Process of (3R,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxymethyl)-tetrahydro-pyran-2-ol

There total 6 articles about (3R,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxymethyl)-tetrahydro-pyran-2-ol 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:

: 150584-76-2
Acetic acid (2R,3R,4S,5R,6S)-3,4,5-tris-benzyloxy-6-[(2R,3R,4S,5R,6S)-3,4,5-tris-benzyloxy-6-(2-phenylmethanesulfonyl-ethoxy)-tetrahydro-pyran-2-ylmethoxy]-tetrahydro-pyran-2-ylmethyl ester

: 150584-78-4,150584-84-2,150584-85-3,150584-86-4
(3R,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxymethyl)-tetrahydro-pyran-2-ol

Guidance literature:: With lithium diisopropyl amide; In tetrahydrofuran; at 20 - 45 ℃;
DOI:10.1039/c39930000825

Reference yield:

: 35094-58-7
6-O-acetyl-2,3,4-tri-O-benzyl-α-D-glucopyranosyl bromide

: 150584-78-4,150584-84-2,150584-85-3,150584-86-4
(3R,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxymethyl)-tetrahydro-pyran-2-ol

Guidance literature:: Multi-step reaction with 5 steps

1: 71 percent / diisopropylethylamine (DIPEA) / CH₂Cl₂ / Ambient temperature

2: 100 percent / K₂CO₃ / methanol; H₂O

3: 66 percent / diisopropylethylamine (DIPEA) / CH₂Cl₂

4: 100 percent / dimethyldioxirane ⁽⁸⁾ / acetone / 2 h / -80 - 20 °C

5: lithium diisopropylamide / tetrahydrofuran / 20 - 45 °C

With 3,3-dimethyldioxirane; potassium carbonate; N-ethyl-N,N-diisopropylamine; lithium diisopropyl amide; In tetrahydrofuran; methanol; dichloromethane; water; acetone;
DOI:10.1039/c39930000825

Reference yield:

: 150584-72-8
Acetic acid (2R,3R,4S,5R,6S)-3,4,5-tris-benzyloxy-6-[(2R,3R,4S,5R,6S)-3,4,5-tris-benzyloxy-6-(2-benzylsulfanyl-ethoxy)-tetrahydro-pyran-2-ylmethoxy]-tetrahydro-pyran-2-ylmethyl ester

: 150584-78-4,150584-84-2,150584-85-3,150584-86-4
(3R,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxymethyl)-tetrahydro-pyran-2-ol

Guidance literature:: Multi-step reaction with 2 steps

1: 100 percent / dimethyldioxirane ⁽⁸⁾ / acetone / 2 h / -80 - 20 °C

2: lithium diisopropylamide / tetrahydrofuran / 20 - 45 °C

With 3,3-dimethyldioxirane; lithium diisopropyl amide; In tetrahydrofuran; acetone;
DOI:10.1039/c39930000825