[(4R,5R)-5-((S)-5,7-Bis-benzyloxy-heptyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-methanol

Base Information

Chemical Name:[(4R,5R)-5-((S)-5,7-Bis-benzyloxy-heptyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-methanol
CAS No.:528598-43-8
Molecular Formula:C₂₇H₃₈O₅
Molecular Weight:442.596
Hs Code.:

Synonyms:[(4R,5R)-5-((S)-5,7-Bis-benzyloxy-heptyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-methanol

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Chemical Property of [(4R,5R)-5-((S)-5,7-Bis-benzyloxy-heptyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-methanol

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Technology Process of [(4R,5R)-5-((S)-5,7-Bis-benzyloxy-heptyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-methanol

There total 9 articles about [(4R,5R)-5-((S)-5,7-Bis-benzyloxy-heptyl)-2,2-dimethyl-[1,3]dioxolan-4-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: 95.0%

: 528598-40-5
[(4R,5R)-5-((S)-5,7-Bis-benzyloxy-hept-2-ynyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-methanol

: 528598-43-8
[(4R,5R)-5-((S)-5,7-Bis-benzyloxy-heptyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-methanol

Guidance literature:: With hydrogen; Wilkinson's catalyst; In benzene; at 20 ℃;
DOI:10.1021/ol034323m

Reference yield:

: 73346-74-4
(4R,5R)-2,2-dimethyl-1,3-dioxolane-4,5-dimethanol

: 528598-43-8
[(4R,5R)-5-((S)-5,7-Bis-benzyloxy-heptyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-methanol

Guidance literature:: Multi-step reaction with 5 steps

1.1: 90 percent / NaH / 1,2-dimethoxy-ethane; tetrahydrofuran / 0 - 20 °C

2.1: Et₃N / CH₂Cl₂ / -15 °C

3.1: n-BuLi / tetrahydrofuran

3.2: N,N-dimethylpropyleneurea / tetrahydrofuran / -15 °C

4.1: TBAF / tetrahydrofuran / 20 °C

5.1: 95 percent / H₂ / (Ph₃P)3RhCl / benzene / 20 °C

With n-butyllithium; tetrabutyl ammonium fluoride; hydrogen; sodium hydride; triethylamine; Wilkinson's catalyst; In tetrahydrofuran; 1,2-dimethoxyethane; dichloromethane; benzene;
DOI:10.1021/ol034323m

Reference yield:

: 115114-87-9
(2R)-2-(2-benzyloxyethyl)oxirane

: 528598-43-8
[(4R,5R)-5-((S)-5,7-Bis-benzyloxy-heptyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-methanol

Guidance literature:: Multi-step reaction with 6 steps

1.1: BF₃*Et₂O / tetrahydrofuran / -78 °C

2.1: K₂CO₃; MeOH / 20 °C

3.1: 99 percent / NaH; n-Bu₄NI / dimethylformamide / 0 °C

4.1: n-BuLi / tetrahydrofuran

4.2: N,N-dimethylpropyleneurea / tetrahydrofuran / -15 °C

5.1: TBAF / tetrahydrofuran / 20 °C

6.1: 95 percent / H₂ / (Ph₃P)3RhCl / benzene / 20 °C

With methanol; n-butyllithium; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; hydrogen; tetra-(n-butyl)ammonium iodide; sodium hydride; potassium carbonate; Wilkinson's catalyst; In tetrahydrofuran; N,N-dimethyl-formamide; benzene;
DOI:10.1021/ol034323m