(2R,3S,4S)-3-Acetoxy-4-((2R,3R)-6-{(S)-1-[(4S,5S)-5-((R)-1-acetoxy-propyl)-5-methyl-2-oxo-[1,3]dioxolan-4-yl]-ethyl}-3-benzyloxy-3,5-dimethyl-3,4-dihydro-2H-pyran-2-yl)-2-methyl-pentanoic acid methyl ester

Base Information

Chemical Name:(2R,3S,4S)-3-Acetoxy-4-((2R,3R)-6-{(S)-1-[(4S,5S)-5-((R)-1-acetoxy-propyl)-5-methyl-2-oxo-[1,3]dioxolan-4-yl]-ethyl}-3-benzyloxy-3,5-dimethyl-3,4-dihydro-2H-pyran-2-yl)-2-methyl-pentanoic acid methyl ester
CAS No.:99285-14-0
Molecular Formula:C₃₄H₄₈O₁₁
Molecular Weight:632.749
Hs Code.:

(2R,3S,4S)-3-Acetoxy-4-((2R,3R)-6-{(S)-1-[(4S,5S)-5-((R)-1-acetoxy-propyl)-5-methyl-2-oxo-[1,3]dioxolan-4-yl]-ethyl}-3-benzyloxy-3,5-dimethyl-3,4-dihydro-2H-pyran-2-yl)-2-methyl-pentanoic acid methyl ester

Synonyms:(2R,3S,4S)-3-Acetoxy-4-((2R,3R)-6-{(S)-1-[(4S,5S)-5-((R)-1-acetoxy-propyl)-5-methyl-2-oxo-[1,3]dioxolan-4-yl]-ethyl}-3-benzyloxy-3,5-dimethyl-3,4-dihydro-2H-pyran-2-yl)-2-methyl-pentanoic acid methyl ester

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Chemical Property of (2R,3S,4S)-3-Acetoxy-4-((2R,3R)-6-{(S)-1-[(4S,5S)-5-((R)-1-acetoxy-propyl)-5-methyl-2-oxo-[1,3]dioxolan-4-yl]-ethyl}-3-benzyloxy-3,5-dimethyl-3,4-dihydro-2H-pyran-2-yl)-2-methyl-pentanoic acid methyl ester

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Technology Process of (2R,3S,4S)-3-Acetoxy-4-((2R,3R)-6-{(S)-1-[(4S,5S)-5-((R)-1-acetoxy-propyl)-5-methyl-2-oxo-[1,3]dioxolan-4-yl]-ethyl}-3-benzyloxy-3,5-dimethyl-3,4-dihydro-2H-pyran-2-yl)-2-methyl-pentanoic acid methyl ester

There total 16 articles about (2R,3S,4S)-3-Acetoxy-4-((2R,3R)-6-{(S)-1-[(4S,5S)-5-((R)-1-acetoxy-propyl)-5-methyl-2-oxo-[1,3]dioxolan-4-yl]-ethyl}-3-benzyloxy-3,5-dimethyl-3,4-dihydro-2H-pyran-2-yl)-2-methyl-pentanoic acid methyl 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: 100.0%

: 108-24-7
acetic anhydride

: 99285-13-9
(2R,3S,4S)-3-Acetoxy-4-((2R,3R)-3-benzyloxy-6-{(S)-1-[(4S,5S)-5-((R)-1-hydroxy-propyl)-5-methyl-2-oxo-[1,3]dioxolan-4-yl]-ethyl}-3,5-dimethyl-3,4-dihydro-2H-pyran-2-yl)-2-methyl-pentanoic acid methyl ester

: 99285-14-0
(2R,3S,4S)-3-Acetoxy-4-((2R,3R)-6-{(S)-1-[(4S,5S)-5-((R)-1-acetoxy-propyl)-5-methyl-2-oxo-[1,3]dioxolan-4-yl]-ethyl}-3-benzyloxy-3,5-dimethyl-3,4-dihydro-2H-pyran-2-yl)-2-methyl-pentanoic acid methyl ester

Guidance literature:: With triethylamine; In various solvent(s); at 25 ℃; for 1h;
DOI:10.1139/v85-469

Reference yield: 81.0%

: 108-24-7
acetic anhydride

: 99285-11-7,99340-64-4
C₃₀H₄₄O₉

: 99285-14-0
(2R,3S,4S)-3-Acetoxy-4-((2R,3R)-6-{(S)-1-[(4S,5S)-5-((R)-1-acetoxy-propyl)-5-methyl-2-oxo-[1,3]dioxolan-4-yl]-ethyl}-3-benzyloxy-3,5-dimethyl-3,4-dihydro-2H-pyran-2-yl)-2-methyl-pentanoic acid methyl ester

Guidance literature:: With toluene-4-sulfonic acid; In acetic acid; at 60 - 70 ℃; for 0.5h;
DOI:10.1139/v85-470

Reference yield:

: 100-39-0
benzyl bromide

: 99285-14-0
(2R,3S,4S)-3-Acetoxy-4-((2R,3R)-6-{(S)-1-[(4S,5S)-5-((R)-1-acetoxy-propyl)-5-methyl-2-oxo-[1,3]dioxolan-4-yl]-ethyl}-3-benzyloxy-3,5-dimethyl-3,4-dihydro-2H-pyran-2-yl)-2-methyl-pentanoic acid methyl ester

Guidance literature:: Multi-step reaction with 12 steps

1: 100 percent / NaH / dimethylformamide / 2.5 h / 25 °C

2: 71 percent / acetyl chloride / methanol / 1.5 h / 25 °C

3: 95 percent / HCl, Drierite / 1 h / 0 °C

4: 60 percent / pyridinium chlorochromate, molecular sieve 3 Angstroem, / CH₂Cl₂ / 2.5 h / 25 °C

5: 100 percent / 80percent acetic acid / CH₂Cl₂

6: sodium acetate / methanol / 5 h / 25 °C

7: 80percent acetic acid / CH₂Cl₂ / 5 h / 30 °C

8: 82 percent / pyridine / benzene; CH₂Cl₂ / 0.5 h / 0 °C

9: 98 percent / imidazole / toluene / 0.67 h / 95 - 100 °C

10: 100 percent / triethylamine / various solvent(s) / 1 h / 25 °C

11: FeCl₃ / acetone; H₂O / 0.25 h / 25 °C

12: 100 percent / triethylamine / various solvent(s) / 1 h / 25 °C

With pyridine; 1H-imidazole; hydrogenchloride; calcium sulfate; 3 A molecular sieve; sodium acetate; iron(III) chloride; sodium hydride; acetic acid; triethylamine; acetyl chloride; pyridinium chlorochromate; In methanol; dichloromethane; water; N,N-dimethyl-formamide; acetone; toluene; benzene;
DOI:10.1139/v85-469