Acetic acid (S)-1-((4R,5R)-5-benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-pentyl ester

Base Information

Chemical Name:Acetic acid (S)-1-((4R,5R)-5-benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-pentyl ester
CAS No.:263711-11-1
Molecular Formula:C₂₀H₃₀O₅
Molecular Weight:350.455
Hs Code.:

Synonyms:Acetic acid (S)-1-((4R,5R)-5-benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-pentyl ester

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Chemical Property of Acetic acid (S)-1-((4R,5R)-5-benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-pentyl ester

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Technology Process of Acetic acid (S)-1-((4R,5R)-5-benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-pentyl ester

There total 6 articles about Acetic acid (S)-1-((4R,5R)-5-benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-pentyl 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: 98.0%

: 108-24-7
acetic anhydride

: 263711-10-0
(S)-1-((4R,5R)-5-Benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-pentan-1-ol

: 263711-11-1
Acetic acid (S)-1-((4R,5R)-5-benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-pentyl ester

Guidance literature:: With triethylamine; dmap; In dichloromethane;
DOI:10.1016/S0040-4039(99)02246-7

Reference yield:

: 78469-77-9
1-O-benzyl-2,3-O-isopropylidene-D-threitol

: 263711-11-1
Acetic acid (S)-1-((4R,5R)-5-benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-pentyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 68 percent / CrO₃; H₂SO₄ / acetone; H₂O / 0 °C

2: N-methylpiperidine / tetrahydrofuran; CH₂Cl₂

3: N-methylpiperidine / CH₂Cl₂

4: 96 percent / tetrahydrofuran / -20 °C

5: L-selectide / tetrahydrofuran

6: 98 percent / Et₃N / DMAP / CH₂Cl₂

With N-methylcyclohexylamine; chromium(VI) oxide; sulfuric acid; L-Selectride; triethylamine; dmap; In tetrahydrofuran; dichloromethane; water; acetone; 1: Oxidation / 2: Substitution / 3: Substitution / 4: Alkylation / 5: Reduction / 6: Acetylation;
DOI:10.1016/S0040-4039(99)02246-7

Reference yield:

: 263711-17-7
(2S,3R)-4-benzyloxy-2,3-(dimethylmethylenedioxy)butyric acid

: 263711-11-1
Acetic acid (S)-1-((4R,5R)-5-benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-pentyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: N-methylpiperidine / tetrahydrofuran; CH₂Cl₂

2: N-methylpiperidine / CH₂Cl₂

3: 96 percent / tetrahydrofuran / -20 °C

4: L-selectide / tetrahydrofuran

5: 98 percent / Et₃N / DMAP / CH₂Cl₂

With N-methylcyclohexylamine; L-Selectride; triethylamine; dmap; In tetrahydrofuran; dichloromethane; 1: Substitution / 2: Substitution / 3: Alkylation / 4: Reduction / 5: Acetylation;
DOI:10.1016/S0040-4039(99)02246-7