Acetic acid (2R,3S,4R,5R,6S)-3-acetoxy-2-acetoxymethyl-6-((1R,2R,3S,4S,6S)-3-acetylamino-2,4,6-tris-benzyloxy-cyclohexyloxy)-5-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-tetrahydro-pyran-4-yl ester

Base Information

Chemical Name:Acetic acid (2R,3S,4R,5R,6S)-3-acetoxy-2-acetoxymethyl-6-((1R,2R,3S,4S,6S)-3-acetylamino-2,4,6-tris-benzyloxy-cyclohexyloxy)-5-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-tetrahydro-pyran-4-yl ester
CAS No.:848821-97-6
Molecular Formula:C₄₉H₅₂N₂O₁₄
Molecular Weight:892.957
Hs Code.:

Acetic acid (2R,3S,4R,5R,6S)-3-acetoxy-2-acetoxymethyl-6-((1R,2R,3S,4S,6S)-3-acetylamino-2,4,6-tris-benzyloxy-cyclohexyloxy)-5-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-tetrahydro-pyran-4-yl ester

Synonyms:Acetic acid (2R,3S,4R,5R,6S)-3-acetoxy-2-acetoxymethyl-6-((1R,2R,3S,4S,6S)-3-acetylamino-2,4,6-tris-benzyloxy-cyclohexyloxy)-5-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-tetrahydro-pyran-4-yl ester

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Chemical Property of Acetic acid (2R,3S,4R,5R,6S)-3-acetoxy-2-acetoxymethyl-6-((1R,2R,3S,4S,6S)-3-acetylamino-2,4,6-tris-benzyloxy-cyclohexyloxy)-5-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-tetrahydro-pyran-4-yl ester

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Technology Process of Acetic acid (2R,3S,4R,5R,6S)-3-acetoxy-2-acetoxymethyl-6-((1R,2R,3S,4S,6S)-3-acetylamino-2,4,6-tris-benzyloxy-cyclohexyloxy)-5-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-tetrahydro-pyran-4-yl ester

There total 7 articles about Acetic acid (2R,3S,4R,5R,6S)-3-acetoxy-2-acetoxymethyl-6-((1R,2R,3S,4S,6S)-3-acetylamino-2,4,6-tris-benzyloxy-cyclohexyloxy)-5-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-tetrahydro-pyran-4-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: 50.0%

: 10022-13-6
1,3,4,6-tetra-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranose

: 155501-06-7
N-((1S,2R,3R,4S,6S)-2,4,6-Tris-benzyloxy-3-hydroxy-cyclohexyl)-acetamide

: 848821-97-6
Acetic acid (2R,3S,4R,5R,6S)-3-acetoxy-2-acetoxymethyl-6-((1R,2R,3S,4S,6S)-3-acetylamino-2,4,6-tris-benzyloxy-cyclohexyloxy)-5-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-tetrahydro-pyran-4-yl ester

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; In dichloromethane; at 0 ℃;
DOI:10.1016/0040-4039(94)85080-1

Reference yield:

: 100-39-0
benzyl bromide

: 848821-97-6
Acetic acid (2R,3S,4R,5R,6S)-3-acetoxy-2-acetoxymethyl-6-((1R,2R,3S,4S,6S)-3-acetylamino-2,4,6-tris-benzyloxy-cyclohexyloxy)-5-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-tetrahydro-pyran-4-yl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 59 percent / NaH / dimethylformamide

2: 77 percent / DDQ / CH₂Cl₂; H₂O

3: 50 percent / TMSOTf, 4 Angstroem mol. sieves / CH₂Cl₂ / 0 °C

With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; sodium hydride; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/0040-4039(94)85080-1

Reference yield:

: 155500-95-1
methyl 2-acetamido-3-O-benzyl-2,6-dideoxy-6-iodo-α-D-glucopyranoside

: 848821-97-6
Acetic acid (2R,3S,4R,5R,6S)-3-acetoxy-2-acetoxymethyl-6-((1R,2R,3S,4S,6S)-3-acetylamino-2,4,6-tris-benzyloxy-cyclohexyloxy)-5-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-tetrahydro-pyran-4-yl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 65 percent / NaH / dimethylformamide

2: 79 percent / HgSO₄, H₂SO₄ / dioxane; H₂O / 80 °C

3: 93 percent / NaBH₄ / acetic acid

4: 59 percent / NaH / dimethylformamide

5: 77 percent / DDQ / CH₂Cl₂; H₂O

6: 50 percent / TMSOTf, 4 Angstroem mol. sieves / CH₂Cl₂ / 0 °C

With sodium tetrahydroborate; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; sulfuric acid; sodium hydride; mercury(II) sulfate; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In 1,4-dioxane; dichloromethane; water; acetic acid; N,N-dimethyl-formamide;
DOI:10.1016/0040-4039(94)85080-1