(R)-2-((1R,2S,5R,6S)-2-Acetoxy-6-acetylamino-5-hydroxy-3-oxo-cyclohexyloxy)-propionic acid benzyl ester

Base Information

Chemical Name:(R)-2-((1R,2S,5R,6S)-2-Acetoxy-6-acetylamino-5-hydroxy-3-oxo-cyclohexyloxy)-propionic acid benzyl ester
CAS No.:121843-62-7
Molecular Formula:C₂₀H₂₅NO₈
Molecular Weight:407.42
Hs Code.:

Synonyms:(R)-2-((1R,2S,5R,6S)-2-Acetoxy-6-acetylamino-5-hydroxy-3-oxo-cyclohexyloxy)-propionic acid benzyl ester

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Chemical Property of (R)-2-((1R,2S,5R,6S)-2-Acetoxy-6-acetylamino-5-hydroxy-3-oxo-cyclohexyloxy)-propionic acid benzyl ester

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Technology Process of (R)-2-((1R,2S,5R,6S)-2-Acetoxy-6-acetylamino-5-hydroxy-3-oxo-cyclohexyloxy)-propionic acid benzyl ester

There total 8 articles about (R)-2-((1R,2S,5R,6S)-2-Acetoxy-6-acetylamino-5-hydroxy-3-oxo-cyclohexyloxy)-propionic acid benzyl 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: 52.0%

: 121843-61-6
methyl 2-acetamido-4-O-acetyl-3-O-<(R)-1'-benzylcarboxyethyl>-2-deoxy-α,β-D-xylo-hex-5-enopyranoside

: 121843-62-7
(R)-2-((1R,2S,5R,6S)-2-Acetoxy-6-acetylamino-5-hydroxy-3-oxo-cyclohexyloxy)-propionic acid benzyl ester

: 115886-91-4
2L-(2,4,5/3)-4-acetamido-2-O-acetyl-3-O-<(R)-1'-benzylcarboxyethyl>-5-hydroxy-cyclohexanone

Guidance literature:: With sulfuric acid; mercury(II) sulfate; In 1,4-dioxane; at 80 ℃; for 2h; Yields of byproduct given;
DOI:10.1016/S0040-4020(01)97594-5

Reference yield:

: 121843-60-5
methyl 2-acetamido-4-O-acetyl-3-O-<(R)-1'-benzylcarboxyethyl>-2,6-dideoxy-6-iodo-α,β-D-glucopyranoside

: 121843-62-7
(R)-2-((1R,2S,5R,6S)-2-Acetoxy-6-acetylamino-5-hydroxy-3-oxo-cyclohexyloxy)-propionic acid benzyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: AgF, pyridine

2: HgSO₄, 5 mM H₂SO₄ / dioxane; H₂O / 2 h / 80 °C

With pyridine; sulfuric acid; silver fluoride; mercury(II) sulfate; In 1,4-dioxane; water;
DOI:10.1021/jo00277a002

Reference yield:

: 121843-56-9
methyl-4,6-O-benzylidene-muramic acid

: 121843-62-7
(R)-2-((1R,2S,5R,6S)-2-Acetoxy-6-acetylamino-5-hydroxy-3-oxo-cyclohexyloxy)-propionic acid benzyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 84 percent / K₂CO₃ / dimethylformamide / Ambient temperature

2: 73 percent / aq. acetic acid / 1 h / Heating

3: pyridine / Ambient temperature

4: 4-dimethylaminopyridine / 18 h

5: 91 percent / KI / dimethylformamide / 1 h / 100 °C

6: 83 percent / AgF, pyridine / Ambient temperature

7: HgSO₄, aq. H₂SO₄ / dioxane / 2 h / 80 °C

With pyridine; dmap; sulfuric acid; silver fluoride; potassium carbonate; mercury(II) sulfate; acetic acid; potassium iodide; In 1,4-dioxane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(01)97594-5