[(2S,4R,6R)-4-Benzyloxy-6-((R)-2,5-bis-benzyloxy-pentyl)-tetrahydro-pyran-2-yl]-methanol

Base Information

Chemical Name:[(2S,4R,6R)-4-Benzyloxy-6-((R)-2,5-bis-benzyloxy-pentyl)-tetrahydro-pyran-2-yl]-methanol
CAS No.:126461-72-1
Molecular Formula:C₃₂H₄₀O₅
Molecular Weight:504.667
Hs Code.:

Synonyms:[(2S,4R,6R)-4-Benzyloxy-6-((R)-2,5-bis-benzyloxy-pentyl)-tetrahydro-pyran-2-yl]-methanol

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Chemical Property of [(2S,4R,6R)-4-Benzyloxy-6-((R)-2,5-bis-benzyloxy-pentyl)-tetrahydro-pyran-2-yl]-methanol

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Technology Process of [(2S,4R,6R)-4-Benzyloxy-6-((R)-2,5-bis-benzyloxy-pentyl)-tetrahydro-pyran-2-yl]-methanol

There total 9 articles about [(2S,4R,6R)-4-Benzyloxy-6-((R)-2,5-bis-benzyloxy-pentyl)-tetrahydro-pyran-2-yl]-methanol 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:

: 100-39-0
benzyl bromide

: 126461-72-1
[(2S,4R,6R)-4-Benzyloxy-6-((R)-2,5-bis-benzyloxy-pentyl)-tetrahydro-pyran-2-yl]-methanol

Guidance literature:: Multi-step reaction with 7 steps

1: 93 percent / Bu₂SnO/NBu₄Br / toluene / 18 h / 80 °C

4: deacetylation

5: Ph₃P/DEAD/PhCOOH / tetrahydrofuran / Ambient temperature

6: NaH / dimethylformamide / 1 h / 0 °C

7: NBu₄F / tetrahydrofuran / 2 h / Ambient temperature

With tetrabutyl ammonium fluoride; tetrabutylammomium bromide; sodium hydride; di(n-butyl)tin oxide; triphenylphosphine; benzoic acid; diethylazodicarboxylate; In tetrahydrofuran; N,N-dimethyl-formamide; toluene;
DOI:10.1016/S0040-4039(01)80733-4

Reference yield:

: 58871-09-3
6-O-tert-butyldimethylsilyl-D-glucal

: 126461-72-1
[(2S,4R,6R)-4-Benzyloxy-6-((R)-2,5-bis-benzyloxy-pentyl)-tetrahydro-pyran-2-yl]-methanol

Guidance literature:: Multi-step reaction with 7 steps

1: 93 percent / Bu₂SnO/NBu₄Br / toluene / 18 h / 80 °C

4: deacetylation

5: Ph₃P/DEAD/PhCOOH / tetrahydrofuran / Ambient temperature

6: NaH / dimethylformamide / 1 h / 0 °C

7: NBu₄F / tetrahydrofuran / 2 h / Ambient temperature

With tetrabutyl ammonium fluoride; tetrabutylammomium bromide; sodium hydride; di(n-butyl)tin oxide; triphenylphosphine; benzoic acid; diethylazodicarboxylate; In tetrahydrofuran; N,N-dimethyl-formamide; toluene;
DOI:10.1016/S0040-4039(01)80733-4

Reference yield:

: 114861-46-0
(-)-(2S,4S)-2-(((tert-butyldimethylsilyl)oxy)methyl)-4-(benzyloxy)-3,4-dihydro-2H-pyran

: 126461-72-1
[(2S,4R,6R)-4-Benzyloxy-6-((R)-2,5-bis-benzyloxy-pentyl)-tetrahydro-pyran-2-yl]-methanol

Guidance literature:: Multi-step reaction with 5 steps

2: deacetylation

3: Ph₃P/DEAD/PhCOOH / tetrahydrofuran / Ambient temperature

4: NaH / dimethylformamide / 1 h / 0 °C

5: NBu₄F / tetrahydrofuran / 2 h / Ambient temperature

With tetrabutyl ammonium fluoride; sodium hydride; triphenylphosphine; benzoic acid; diethylazodicarboxylate; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(01)80733-4