[4-((2S,3R,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-phenoxy]-acetic acid

Base Information

Chemical Name:[4-((2S,3R,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-phenoxy]-acetic acid
CAS No.:848940-10-3
Molecular Formula:C₄₂H₄₂O₉
Molecular Weight:690.79
Hs Code.:

Synonyms:[4-((2S,3R,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-phenoxy]-acetic acid

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Chemical Property of [4-((2S,3R,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-phenoxy]-acetic acid

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Technology Process of [4-((2S,3R,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-phenoxy]-acetic acid

There total 5 articles about [4-((2S,3R,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-phenoxy]-acetic acid 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: 98.0%

: 848940-09-0
[4-((2S,3R,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-phenoxy]-acetaldehyde

: 848940-10-3
[4-((2S,3R,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-phenoxy]-acetic acid

Guidance literature:: With sodium dihydrogenphosphate; 2-methyl-but-2-ene; sodium perchlorate; In tert-butyl alcohol;
DOI:10.1016/j.bmcl.2004.12.040

Reference yield:

: 100-39-0
benzyl bromide

: 848940-10-3
[4-((2S,3R,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-phenoxy]-acetic acid

Guidance literature:: Multi-step reaction with 3 steps

1: 91 percent / NaH / dimethylformamide / 72 h

2: 97 percent / O₃; Ph₃P / CH₂Cl₂

3: 98 percent / aq. NaClO₄; NaH₂PO₄; 2-methyl-2-butene / 2-methyl-propan-2-ol

With sodium dihydrogenphosphate; 2-methyl-but-2-ene; sodium perchlorate; sodium hydride; ozone; triphenylphosphine; In dichloromethane; N,N-dimethyl-formamide; tert-butyl alcohol;
DOI:10.1016/j.bmcl.2004.12.040

Reference yield:

: 497-76-7
arbutin

: 848940-10-3
[4-((2S,3R,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-phenoxy]-acetic acid

Guidance literature:: Multi-step reaction with 4 steps

1.1: aq. NaOH

1.2: 99 percent / dimethylformamide / 24 h

2.1: 91 percent / NaH / dimethylformamide / 72 h

3.1: 97 percent / O₃; Ph₃P / CH₂Cl₂

4.1: 98 percent / aq. NaClO₄; NaH₂PO₄; 2-methyl-2-butene / 2-methyl-propan-2-ol

With sodium hydroxide; sodium dihydrogenphosphate; 2-methyl-but-2-ene; sodium perchlorate; sodium hydride; ozone; triphenylphosphine; In dichloromethane; N,N-dimethyl-formamide; tert-butyl alcohol;
DOI:10.1016/j.bmcl.2004.12.040