Acetic acid (2R,3S,4R,5R,6S)-3-acetoxy-2-acetoxymethyl-5-acetylamino-6-((1R,2R,3S,4S,6S)-3-acetylamino-2,4,6-trihydroxy-cyclohexyloxy)-tetrahydro-pyran-4-yl ester

Base Information

Chemical Name:Acetic acid (2R,3S,4R,5R,6S)-3-acetoxy-2-acetoxymethyl-5-acetylamino-6-((1R,2R,3S,4S,6S)-3-acetylamino-2,4,6-trihydroxy-cyclohexyloxy)-tetrahydro-pyran-4-yl ester
CAS No.:848822-06-0
Molecular Formula:C₂₂H₃₄N₂O₁₃
Molecular Weight:534.518
Hs Code.:

Acetic acid (2R,3S,4R,5R,6S)-3-acetoxy-2-acetoxymethyl-5-acetylamino-6-((1R,2R,3S,4S,6S)-3-acetylamino-2,4,6-trihydroxy-cyclohexyloxy)-tetrahydro-pyran-4-yl ester

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

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

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

There total 8 articles about Acetic acid (2R,3S,4R,5R,6S)-3-acetoxy-2-acetoxymethyl-5-acetylamino-6-((1R,2R,3S,4S,6S)-3-acetylamino-2,4,6-trihydroxy-cyclohexyloxy)-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: 76.0%

: 848821-98-7
Acetic acid (2R,3S,4R,5R,6S)-3-acetoxy-2-acetoxymethyl-5-acetylamino-6-((1R,2R,3S,4S,6S)-3-acetylamino-2,4,6-tris-benzyloxy-cyclohexyloxy)-tetrahydro-pyran-4-yl ester

: 848822-06-0
Acetic acid (2R,3S,4R,5R,6S)-3-acetoxy-2-acetoxymethyl-5-acetylamino-6-((1R,2R,3S,4S,6S)-3-acetylamino-2,4,6-trihydroxy-cyclohexyloxy)-tetrahydro-pyran-4-yl ester

Guidance literature:: With hydrogen; palladium on activated charcoal; In methanol; acetic acid;
DOI:10.1016/0040-4039(94)85080-1

Reference yield:

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

: 848822-06-0
Acetic acid (2R,3S,4R,5R,6S)-3-acetoxy-2-acetoxymethyl-5-acetylamino-6-((1R,2R,3S,4S,6S)-3-acetylamino-2,4,6-trihydroxy-cyclohexyloxy)-tetrahydro-pyran-4-yl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 50 percent / TMSOTf, 4 Angstroem mol. sieves / CH₂Cl₂ / 0 °C

2: N₂H₄*H₂O / ethanol

3: pyridine

4: 76 percent / H₂ / Pd-C / methanol; acetic acid

With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; hydrogen; hydrazine hydrate; palladium on activated charcoal; In pyridine; methanol; ethanol; dichloromethane; acetic acid;
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

: 848822-06-0
Acetic acid (2R,3S,4R,5R,6S)-3-acetoxy-2-acetoxymethyl-5-acetylamino-6-((1R,2R,3S,4S,6S)-3-acetylamino-2,4,6-trihydroxy-cyclohexyloxy)-tetrahydro-pyran-4-yl ester

Guidance literature:: Multi-step reaction with 9 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

7: N₂H₄*H₂O / ethanol

8: pyridine

9: 76 percent / H₂ / Pd-C / methanol; acetic acid

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