Acetic acid (2R,3S,4R,5R,6S)-4,5-bis-benzyloxy-2-((2S,3R,4S)-4-benzyloxy-2-benzyloxymethyl-3,4-dihydro-2H-pyran-3-yloxy)-6-benzyloxymethyl-tetrahydro-pyran-3-yl ester

Base Information

Chemical Name:Acetic acid (2R,3S,4R,5R,6S)-4,5-bis-benzyloxy-2-((2S,3R,4S)-4-benzyloxy-2-benzyloxymethyl-3,4-dihydro-2H-pyran-3-yloxy)-6-benzyloxymethyl-tetrahydro-pyran-3-yl ester
CAS No.:652972-18-4
Molecular Formula:C₄₉H₅₂O₁₀
Molecular Weight:800.946
Hs Code.:

Acetic acid (2R,3S,4R,5R,6S)-4,5-bis-benzyloxy-2-((2S,3R,4S)-4-benzyloxy-2-benzyloxymethyl-3,4-dihydro-2H-pyran-3-yloxy)-6-benzyloxymethyl-tetrahydro-pyran-3-yl ester

Synonyms:Acetic acid (2R,3S,4R,5R,6S)-4,5-bis-benzyloxy-2-((2S,3R,4S)-4-benzyloxy-2-benzyloxymethyl-3,4-dihydro-2H-pyran-3-yloxy)-6-benzyloxymethyl-tetrahydro-pyran-3-yl ester

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Chemical Property of Acetic acid (2R,3S,4R,5R,6S)-4,5-bis-benzyloxy-2-((2S,3R,4S)-4-benzyloxy-2-benzyloxymethyl-3,4-dihydro-2H-pyran-3-yloxy)-6-benzyloxymethyl-tetrahydro-pyran-3-yl ester

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Technology Process of Acetic acid (2R,3S,4R,5R,6S)-4,5-bis-benzyloxy-2-((2S,3R,4S)-4-benzyloxy-2-benzyloxymethyl-3,4-dihydro-2H-pyran-3-yloxy)-6-benzyloxymethyl-tetrahydro-pyran-3-yl ester

There total 20 articles about Acetic acid (2R,3S,4R,5R,6S)-4,5-bis-benzyloxy-2-((2S,3R,4S)-4-benzyloxy-2-benzyloxymethyl-3,4-dihydro-2H-pyran-3-yloxy)-6-benzyloxymethyl-tetrahydro-pyran-3-yl 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: 73.0%

: 547763-60-0
3*,6*-di-O-benzyl-L-glucal

: 652972-17-3
ethyl 2-O-acetyl-3,4,6-tri-O-benzyl-1-thio-β-L-galactopyranoside

: 652972-18-4
Acetic acid (2R,3S,4R,5R,6S)-4,5-bis-benzyloxy-2-((2S,3R,4S)-4-benzyloxy-2-benzyloxymethyl-3,4-dihydro-2H-pyran-3-yloxy)-6-benzyloxymethyl-tetrahydro-pyran-3-yl ester

Guidance literature:: With 2,6-di-tert-butyl-4-methylpyridine; 4 A molecular sieve; methyl trifluoromethanesulfonate; In dichloromethane;
DOI:10.1021/ol036183m

Reference yield:

: (2S,3S,4R,5S,6S)-4-Benzyloxy-6-benzyloxymethyl-3,5-dihydroxy-tetrahydro-pyran-2-carboxylic acid

: 652972-18-4
Acetic acid (2R,3S,4R,5R,6S)-4,5-bis-benzyloxy-2-((2S,3R,4S)-4-benzyloxy-2-benzyloxymethyl-3,4-dihydro-2H-pyran-3-yloxy)-6-benzyloxymethyl-tetrahydro-pyran-3-yl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 0.99 g / N,N-dimethylformamide dineopentyl acetate / xylene / 1 h / 75 - 150 °C

2: 73 percent / di-tert-butyl-4-methylpyridine; MeOTf / CH₂Cl₂; toluene / 18 h / 0 °C

With di-tert-butyl-4-methylpyridine; N,N-dimethylformamide dineopentyl acetal; methyl trifluoromethanesulfonate; In dichloromethane; toluene; xylene;
DOI:10.1021/jo035789l

Reference yield:

: 791790-13-1
3-O-benzyl-4,6-O-p-methoxybenzylidene-D-glucal

: 652972-18-4
Acetic acid (2R,3S,4R,5R,6S)-4,5-bis-benzyloxy-2-((2S,3R,4S)-4-benzyloxy-2-benzyloxymethyl-3,4-dihydro-2H-pyran-3-yloxy)-6-benzyloxymethyl-tetrahydro-pyran-3-yl ester

Guidance literature:: Multi-step reaction with 8 steps

1.1: dimethyldioxirane / CH₂Cl₂; acetone / 0.5 h / 0 °C

2.1: 80 percent / CuI / tetrahydrofuran / 0.33 h / -10 °C

3.1: 2.25 g / KOH; H₂O₂ / tetrahydrofuran; methanol / 18 h / 20 °C

4.1: (n-Bu)2SnO / toluene / 2 h / Heating

4.2: 94 percent / tetrabutylammonium iodide; triethylamine / toluene / 18 h / Heating

5.1: 96 percent / acetic acid / tetrahydrofuran; H₂O / 2 h / 45 °C

6.1: tetramethyl-1-piperidine oxide; NaClO; NaHCO₃ / CH₂Cl₂; H₂O / 0.5 h / 0 °C

7.1: 0.99 g / N,N-dimethylformamide dineopentyl acetate / xylene / 1 h / 75 - 150 °C

8.1: 73 percent / di-tert-butyl-4-methylpyridine; MeOTf / CH₂Cl₂; toluene / 18 h / 0 °C

With potassium hydroxide; sodium hypochlorite; copper(l) iodide; di-tert-butyl-4-methylpyridine; tetramethyl-1-piperidine oxide; dihydrogen peroxide; 3,3-dimethyldioxirane; di(n-butyl)tin oxide; sodium hydrogencarbonate; acetic acid; N,N-dimethylformamide dineopentyl acetal; methyl trifluoromethanesulfonate; In tetrahydrofuran; methanol; dichloromethane; water; acetone; toluene; xylene; 3.1: Tamao-Kumada oxidation;
DOI:10.1021/jo035789l