4-[5-acetoxy-6-acetoxymethyl-3-acetylamino-4-(3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-5-(1-benzyloxycarbonyl-ethoxy)-cyclohexane-1,2-dicarboxylic acid 2-methyl ester

Base Information

Chemical Name:4-[5-acetoxy-6-acetoxymethyl-3-acetylamino-4-(3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-5-(1-benzyloxycarbonyl-ethoxy)-cyclohexane-1,2-dicarboxylic acid 2-methyl ester
CAS No.:758723-46-5
Molecular Formula:C₄₅H₅₉NO₂₄
Molecular Weight:997.956
Hs Code.:

4-[5-acetoxy-6-acetoxymethyl-3-acetylamino-4-(3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-5-(1-benzyloxycarbonyl-ethoxy)-cyclohexane-1,2-dicarboxylic acid 2-methyl ester

Synonyms:4-[5-acetoxy-6-acetoxymethyl-3-acetylamino-4-(3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-5-(1-benzyloxycarbonyl-ethoxy)-cyclohexane-1,2-dicarboxylic acid 2-methyl ester

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Chemical Property of 4-[5-acetoxy-6-acetoxymethyl-3-acetylamino-4-(3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-5-(1-benzyloxycarbonyl-ethoxy)-cyclohexane-1,2-dicarboxylic acid 2-methyl ester

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Technology Process of 4-[5-acetoxy-6-acetoxymethyl-3-acetylamino-4-(3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-5-(1-benzyloxycarbonyl-ethoxy)-cyclohexane-1,2-dicarboxylic acid 2-methyl ester

There total 10 articles about 4-[5-acetoxy-6-acetoxymethyl-3-acetylamino-4-(3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-5-(1-benzyloxycarbonyl-ethoxy)-cyclohexane-1,2-dicarboxylic acid 2-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:

: 56777-24-3
benzyl (S)-Lactate

: 758723-46-5
4-[5-acetoxy-6-acetoxymethyl-3-acetylamino-4-(3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-5-(1-benzyloxycarbonyl-ethoxy)-cyclohexane-1,2-dicarboxylic acid 2-methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: 90 percent / 2,6-lutidine / CH₂Cl₂ / 0.33 h / 20 °C

2.1: Bu₂SnO / benzene / 8 h / Heating

2.2: 75 percent / CsF / 1,2-dimethoxy-ethane / 0.5 h / 20 °C

3.1: 55 percent / TfOH; 4 Angstroem molecular sieves / CH₂Cl₂ / 24 h / 40 °C

4.1: TFA / CH₂Cl₂ / 1 h / 20 °C

With 2,6-dimethylpyridine; trifluorormethanesulfonic acid; 4 A molecular sieve; di(n-butyl)tin oxide; trifluoroacetic acid; In dichloromethane; benzene;
DOI:10.1039/b405344c

Reference yield:

: 758723-42-1
4-[5-acetoxy-6-acetoxymethyl-3-acetylamino-4-(3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-5-(1-benzyloxycarbonyl-ethoxy)-cyclohexane-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester

: 758723-46-5
4-[5-acetoxy-6-acetoxymethyl-3-acetylamino-4-(3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-5-(1-benzyloxycarbonyl-ethoxy)-cyclohexane-1,2-dicarboxylic acid 2-methyl ester

Guidance literature:: With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 1h;
DOI:10.1039/b405344c

Reference yield:

: 758723-55-6
Acetic acid (2R,3R,4R,5R,6S)-2-acetoxymethyl-5-acetylamino-6-allyloxy-4-((2R,3R,4S,5S,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3-yl ester

: 758723-46-5
4-[5-acetoxy-6-acetoxymethyl-3-acetylamino-4-(3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-5-(1-benzyloxycarbonyl-ethoxy)-cyclohexane-1,2-dicarboxylic acid 2-methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 70 percent / NaOAc; aq. AcOH / PdCl₂ / 20 h / 20 °C

2: 86 percent / DBU / CH₂Cl₂ / 2 h / 20 °C

3: 55 percent / TfOH; 4 Angstroem molecular sieves / CH₂Cl₂ / 24 h / 40 °C

4: TFA / CH₂Cl₂ / 1 h / 20 °C

With trifluorormethanesulfonic acid; 4 A molecular sieve; sodium acetate; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; trifluoroacetic acid; palladium dichloride; In dichloromethane;
DOI:10.1039/b405344c