Acetic acid (2S,3R,4R,5S,6S)-5-(benzyl-formyl-amino)-4-benzyloxy-3-methoxy-4,6-dimethyl-tetrahydro-pyran-2-yl ester

Base Information

Chemical Name:Acetic acid (2S,3R,4R,5S,6S)-5-(benzyl-formyl-amino)-4-benzyloxy-3-methoxy-4,6-dimethyl-tetrahydro-pyran-2-yl ester
CAS No.:213385-95-6
Molecular Formula:C₂₅H₃₁NO₆
Molecular Weight:441.524
Hs Code.:

Synonyms:Acetic acid (2S,3R,4R,5S,6S)-5-(benzyl-formyl-amino)-4-benzyloxy-3-methoxy-4,6-dimethyl-tetrahydro-pyran-2-yl ester

Suppliers and Price of Acetic acid (2S,3R,4R,5S,6S)-5-(benzyl-formyl-amino)-4-benzyloxy-3-methoxy-4,6-dimethyl-tetrahydro-pyran-2-yl ester

Supply Marketing:

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

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of Acetic acid (2S,3R,4R,5S,6S)-5-(benzyl-formyl-amino)-4-benzyloxy-3-methoxy-4,6-dimethyl-tetrahydro-pyran-2-yl ester

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of Acetic acid (2S,3R,4R,5S,6S)-5-(benzyl-formyl-amino)-4-benzyloxy-3-methoxy-4,6-dimethyl-tetrahydro-pyran-2-yl ester

There total 10 articles about Acetic acid (2S,3R,4R,5S,6S)-5-(benzyl-formyl-amino)-4-benzyloxy-3-methoxy-4,6-dimethyl-tetrahydro-pyran-2-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: 70.0%

: 108-24-7
acetic anhydride

: 213385-94-5
N-Benzyl-N-((2S,3S,4R,5R,6R)-4-benzyloxy-5,6-dimethoxy-2,4-dimethyl-tetrahydro-pyran-3-yl)-formamide

: 213385-95-6
Acetic acid (2S,3R,4R,5S,6S)-5-(benzyl-formyl-amino)-4-benzyloxy-3-methoxy-4,6-dimethyl-tetrahydro-pyran-2-yl ester

Guidance literature:: With sulfuric acid; for 0.5h; Ambient temperature;
DOI:10.1016/S0008-6215(98)00074-3

Reference yield:

: 2592-53-2
methyl 6-deoxy-2,3-O-isopropylidene-α-L-lyxo-hexopyranoside-4-ulose

: 213385-95-6
Acetic acid (2S,3R,4R,5S,6S)-5-(benzyl-formyl-amino)-4-benzyloxy-3-methoxy-4,6-dimethyl-tetrahydro-pyran-2-yl ester

Guidance literature:: Multi-step reaction with 9 steps

1: 1.) LDA; 2.) HMPA / 1.) THF, hexane, -78 deg C, 1 h; 2.) THF, hexane, -78 deg C to r.t.

2: 99 percent / NH₂OH*HCl, Na₂CO₃ / ethanol / 15 h / 80 °C

3: 41 percent / LiAlH₄ / dioxane / 4 h / 100 °C

4: 99 percent / methanol / 0.5 h

5: 75 percent / KOH / dimethylformamide / 1.5 h / Ambient temperature

6: 84 percent / 70percent HOAc / 4 h / 80 °C

7: 1.) NaH / 1.) DMF, r.t., 40 min; 2.) DMF, r.t., 15 min

8: 1.) NaH / 1.) DMF, r.t., 2 h; 2.) DMF, r.t., 3 h

9: 70 percent / H₂SO₄ / 0.5 h / Ambient temperature

With N,N,N,N,N,N-hexamethylphosphoric triamide; potassium hydroxide; lithium aluminium tetrahydride; sulfuric acid; hydroxylamine hydrochloride; sodium hydride; sodium carbonate; acetic acid; lithium diisopropyl amide; In 1,4-dioxane; methanol; ethanol; N,N-dimethyl-formamide;
DOI:10.1016/S0008-6215(98)00074-3

Reference yield:

: 100-39-0
benzyl bromide

: 213385-95-6
Acetic acid (2S,3R,4R,5S,6S)-5-(benzyl-formyl-amino)-4-benzyloxy-3-methoxy-4,6-dimethyl-tetrahydro-pyran-2-yl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 75 percent / KOH / dimethylformamide / 1.5 h / Ambient temperature

2: 84 percent / 70percent HOAc / 4 h / 80 °C

3: 1.) NaH / 1.) DMF, r.t., 40 min; 2.) DMF, r.t., 15 min

4: 1.) NaH / 1.) DMF, r.t., 2 h; 2.) DMF, r.t., 3 h

5: 70 percent / H₂SO₄ / 0.5 h / Ambient temperature

With potassium hydroxide; sulfuric acid; sodium hydride; acetic acid; In N,N-dimethyl-formamide;
DOI:10.1016/S0008-6215(98)00074-3