Acetic acid (2S,3R,4S,5S)-2,5-bis-benzyloxy-3-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-4-yl ester

Base Information

Chemical Name:Acetic acid (2S,3R,4S,5S)-2,5-bis-benzyloxy-3-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-4-yl ester
CAS No.:86049-09-4
Molecular Formula:C₅₅H₅₈O₁₁
Molecular Weight:895.059
Hs Code.:

Acetic acid (2S,3R,4S,5S)-2,5-bis-benzyloxy-3-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-4-yl ester

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Chemical Property of Acetic acid (2S,3R,4S,5S)-2,5-bis-benzyloxy-3-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-4-yl ester

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Technology Process of Acetic acid (2S,3R,4S,5S)-2,5-bis-benzyloxy-3-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-4-yl ester

There total 6 articles about Acetic acid (2S,3R,4S,5S)-2,5-bis-benzyloxy-3-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-4-yl ester 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:

: 100-44-7
benzyl chloride

: 86049-09-4
Acetic acid (2S,3R,4S,5S)-2,5-bis-benzyloxy-3-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-4-yl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 1) 1N NaOMe; 2) KOH / 1) MeOH, room temp., 16 h; 2) 100 deg C, 4 h

2: 73.2 percent / LiAlH₄, AlCl₃ / CH₂Cl₂; diethyl ether / 0.25 h / Heating

3: acetylation

With potassium hydroxide; lithium aluminium tetrahydride; aluminium trichloride; sodium methylate; In diethyl ether; dichloromethane;
DOI:10.1016/0040-4020(82)85034-5

Reference yield:

: 86049-06-1
benzyl endo-3,4-O-benzylidene-2-O-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-β-L-arabinopyranoside

: 86049-09-4
Acetic acid (2S,3R,4S,5S)-2,5-bis-benzyloxy-3-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-4-yl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 73.2 percent / LiAlH₄, AlCl₃ / CH₂Cl₂; diethyl ether / 0.25 h / Heating

2: acetylation

With lithium aluminium tetrahydride; aluminium trichloride; In diethyl ether; dichloromethane;
DOI:10.1016/0040-4020(82)85034-5

Reference yield:

: 86049-04-9,86117-03-5
benzyl endo-3,4-O-benzylidene-2-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-β-L-arabinopyranoside

: 86049-09-4
Acetic acid (2S,3R,4S,5S)-2,5-bis-benzyloxy-3-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-4-yl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 1) 1N NaOMe; 2) KOH / 1) MeOH, room temp., 16 h; 2) 100 deg C, 4 h

2: 73.2 percent / LiAlH₄, AlCl₃ / CH₂Cl₂; diethyl ether / 0.25 h / Heating

3: acetylation

With potassium hydroxide; lithium aluminium tetrahydride; aluminium trichloride; sodium methylate; In diethyl ether; dichloromethane;
DOI:10.1016/0040-4020(82)85034-5