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

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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 1-tert-butyl ester 2-methyl ester
CAS No.:758723-42-1
Molecular Formula:C₄₉H₆₇NO₂₄
Molecular Weight:1054.06
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 1-<i>tert</i>-butyl ester 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 1-tert-butyl ester 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 1-tert-butyl ester 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 1-tert-butyl ester 2-methyl ester

There total 8 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 1-tert-butyl ester 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: 55.0%

: 758723-41-0
(1S,2S,4R,5S)-4-((R)-1-Benzyloxycarbonyl-ethoxy)-5-hydroxy-cyclohexane-1,2-dicarboxylic acid 2-tert-butyl ester 1-methyl ester

: 309761-67-9
Acetic acid (2R,3R,4R,5R)-2-acetoxymethyl-5-acetylamino-4-((2R,3R,4S,5S,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-6-(2,2,2-trichloro-acetimidoyloxy)-tetrahydro-pyran-3-yl ester

: 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

Guidance literature:: With trifluorormethanesulfonic acid; 4 A molecular sieve; In dichloromethane; at 40 ℃; for 24h;
DOI:10.1039/b405344c

Reference yield:

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

: 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

Guidance literature:: Multi-step reaction with 3 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

With 2,6-dimethylpyridine; trifluorormethanesulfonic acid; 4 A molecular sieve; di(n-butyl)tin oxide; In dichloromethane; benzene;
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

: 758723-42-1
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

Guidance literature:: Multi-step reaction with 3 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

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