Acetic acid (1S,2S,3S,4R,5S,6S)-2,3,4-triacetoxy-5-benzyloxy-6-((2R,3R,4R,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-3-azido-tetrahydro-pyran-2-yloxy)-cyclohexyl ester

Base Information

Chemical Name:Acetic acid (1S,2S,3S,4R,5S,6S)-2,3,4-triacetoxy-5-benzyloxy-6-((2R,3R,4R,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-3-azido-tetrahydro-pyran-2-yloxy)-cyclohexyl ester
CAS No.:418785-09-8
Molecular Formula:C₃₃H₄₁N₃O₁₇
Molecular Weight:751.698
Hs Code.:

Acetic acid (1S,2S,3S,4R,5S,6S)-2,3,4-triacetoxy-5-benzyloxy-6-((2R,3R,4R,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-3-azido-tetrahydro-pyran-2-yloxy)-cyclohexyl ester

Synonyms:Acetic acid (1S,2S,3S,4R,5S,6S)-2,3,4-triacetoxy-5-benzyloxy-6-((2R,3R,4R,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-3-azido-tetrahydro-pyran-2-yloxy)-cyclohexyl ester

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of Acetic acid (1S,2S,3S,4R,5S,6S)-2,3,4-triacetoxy-5-benzyloxy-6-((2R,3R,4R,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-3-azido-tetrahydro-pyran-2-yloxy)-cyclohexyl ester

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of Acetic acid (1S,2S,3S,4R,5S,6S)-2,3,4-triacetoxy-5-benzyloxy-6-((2R,3R,4R,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-3-azido-tetrahydro-pyran-2-yloxy)-cyclohexyl ester

There total 8 articles about Acetic acid (1S,2S,3S,4R,5S,6S)-2,3,4-triacetoxy-5-benzyloxy-6-((2R,3R,4R,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-3-azido-tetrahydro-pyran-2-yloxy)-cyclohexyl 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:

: 2,3:4,5-di-cyclohexylidene-1-D/L-myo-inositol

: 418785-09-8
Acetic acid (1S,2S,3S,4R,5S,6S)-2,3,4-triacetoxy-5-benzyloxy-6-((2R,3R,4R,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-3-azido-tetrahydro-pyran-2-yloxy)-cyclohexyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: bis(tributyltin)oxide / toluene / 3 h / Heating

1.2: 5.8 g / NaHCO₃ / toluene / 24 h

2.1: Ag₂O; 3 Angstroem molecular sieves / CH₂Cl₂ / 20 h / 20 °C

3.1: 93 percent / LAH / diethyl ether / 2 h / 20 °C

4.1: 44 percent / AgOTf; 2,6-diisopropyl-4-methyl-pyridine / CH₂Cl₂; diethyl ether

5.1: ethylene glycol; (+)-camphor sulfonic acid / acetonitrile / 6 h / 20 °C

6.1: 127.6 mg / pyridine / 16 h / 20 °C

With pyridine; lithium aluminium tetrahydride; diisopropyl-2,6-methyl-4-pyridine; 3 A molecular sieve; silver trifluoromethanesulfonate; ethylene glycol; (+)-10-camphorsulfonic acid; bis(tri-n-butyltin)oxide; silver(l) oxide; In diethyl ether; dichloromethane; toluene; acetonitrile;
DOI:10.1021/ja017891a

Reference yield:

: 6-O-benzyl-2,3:4,5-di-O-cyclohexylidene-1-O-(1R)-menthyloxycarbonyl-1-D-myo-inositol

: 418785-09-8
Acetic acid (1S,2S,3S,4R,5S,6S)-2,3,4-triacetoxy-5-benzyloxy-6-((2R,3R,4R,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-3-azido-tetrahydro-pyran-2-yloxy)-cyclohexyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 93 percent / LAH / diethyl ether / 2 h / 20 °C

2: 44 percent / AgOTf; 2,6-diisopropyl-4-methyl-pyridine / CH₂Cl₂; diethyl ether

3: ethylene glycol; (+)-camphor sulfonic acid / acetonitrile / 6 h / 20 °C

4: 127.6 mg / pyridine / 16 h / 20 °C

With pyridine; lithium aluminium tetrahydride; diisopropyl-2,6-methyl-4-pyridine; silver trifluoromethanesulfonate; ethylene glycol; (+)-10-camphorsulfonic acid; In diethyl ether; dichloromethane; acetonitrile;
DOI:10.1021/ja017891a

Reference yield:

: myo-inositol

: 418785-09-8
Acetic acid (1S,2S,3S,4R,5S,6S)-2,3,4-triacetoxy-5-benzyloxy-6-((2R,3R,4R,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-3-azido-tetrahydro-pyran-2-yloxy)-cyclohexyl ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: 23 percent / p-toluenesulfonic acid / dimethylformamide; toluene / 24 h / Heating

2.1: bis(tributyltin)oxide / toluene / 3 h / Heating

2.2: 5.8 g / NaHCO₃ / toluene / 24 h

3.1: Ag₂O; 3 Angstroem molecular sieves / CH₂Cl₂ / 20 h / 20 °C

4.1: 93 percent / LAH / diethyl ether / 2 h / 20 °C

5.1: 44 percent / AgOTf; 2,6-diisopropyl-4-methyl-pyridine / CH₂Cl₂; diethyl ether

6.1: ethylene glycol; (+)-camphor sulfonic acid / acetonitrile / 6 h / 20 °C

7.1: 127.6 mg / pyridine / 16 h / 20 °C

With pyridine; lithium aluminium tetrahydride; diisopropyl-2,6-methyl-4-pyridine; 3 A molecular sieve; silver trifluoromethanesulfonate; toluene-4-sulfonic acid; ethylene glycol; (+)-10-camphorsulfonic acid; bis(tri-n-butyltin)oxide; silver(l) oxide; In diethyl ether; dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile;
DOI:10.1021/ja017891a