Acetic acid (2R,3S,4R,5S,6R)-3,5-diacetoxy-2-acetoxymethyl-6-[4-(4-ethynyl-benzoylamino)-butyl]-tetrahydro-pyran-4-yl ester

Base Information

Chemical Name:Acetic acid (2R,3S,4R,5S,6R)-3,5-diacetoxy-2-acetoxymethyl-6-[4-(4-ethynyl-benzoylamino)-butyl]-tetrahydro-pyran-4-yl ester
CAS No.:289700-08-9
Molecular Formula:C₂₇H₃₃NO₁₀
Molecular Weight:531.56
Hs Code.:

Synonyms:Acetic acid (2R,3S,4R,5S,6R)-3,5-diacetoxy-2-acetoxymethyl-6-[4-(4-ethynyl-benzoylamino)-butyl]-tetrahydro-pyran-4-yl ester

Suppliers and Price of Acetic acid (2R,3S,4R,5S,6R)-3,5-diacetoxy-2-acetoxymethyl-6-[4-(4-ethynyl-benzoylamino)-butyl]-tetrahydro-pyran-4-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 (2R,3S,4R,5S,6R)-3,5-diacetoxy-2-acetoxymethyl-6-[4-(4-ethynyl-benzoylamino)-butyl]-tetrahydro-pyran-4-yl ester

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of Acetic acid (2R,3S,4R,5S,6R)-3,5-diacetoxy-2-acetoxymethyl-6-[4-(4-ethynyl-benzoylamino)-butyl]-tetrahydro-pyran-4-yl ester

There total 6 articles about Acetic acid (2R,3S,4R,5S,6R)-3,5-diacetoxy-2-acetoxymethyl-6-[4-(4-ethynyl-benzoylamino)-butyl]-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: 90.0%

: 289700-07-8
Acetic acid (2R,3S,4R,5S,6R)-3,5-diacetoxy-2-acetoxymethyl-6-[4-(4-trimethylsilanylethynyl-benzoylamino)-butyl]-tetrahydro-pyran-4-yl ester

: 289700-08-9
Acetic acid (2R,3S,4R,5S,6R)-3,5-diacetoxy-2-acetoxymethyl-6-[4-(4-ethynyl-benzoylamino)-butyl]-tetrahydro-pyran-4-yl ester

Guidance literature:: With tetrabutyl ammonium fluoride; acetic acid; at 20 ℃; for 1h;
DOI:10.1055/s-2000-6266

Reference yield:

: 619-58-9
4-iodobenzoic acid

: 289700-08-9
Acetic acid (2R,3S,4R,5S,6R)-3,5-diacetoxy-2-acetoxymethyl-6-[4-(4-ethynyl-benzoylamino)-butyl]-tetrahydro-pyran-4-yl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 80 percent / HOBt; EDC; DIPEA / dimethylformamide / 12 h / 20 °C

2: 75 percent / Et₃N / Pf(PPh₃)2Cl₂ / dimethylformamide / 8 h / 65 °C

3: 90 percent / TBAF; AcOH / 1 h / 20 °C

With tetrabutyl ammonium fluoride; benzotriazol-1-ol; acetic acid; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; N-ethyl-N,N-diisopropylamine; Pf(PPh₃)2Cl₂; In N,N-dimethyl-formamide; 1: Acylation / 2: Sonogashira coupling reaction / 3: Silyl ether cleavage;
DOI:10.1055/s-2000-6266

Reference yield:

: 53263-18-6,82659-53-8,98920-46-8,98920-48-0,98920-49-1,103773-87-1,98920-44-6
allyl 2,3,4,6-tetra-O-acetyl-α-D-galactopyranoside

: 289700-08-9
Acetic acid (2R,3S,4R,5S,6R)-3,5-diacetoxy-2-acetoxymethyl-6-[4-(4-ethynyl-benzoylamino)-butyl]-tetrahydro-pyran-4-yl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 45 percent / Grubbs' catalyst / CH₂Cl₂ / 12 h / Heating

2: 92 percent / H₂ / 10 percent Pd/C / methanol / 3 h / 20 °C / 760 Torr

3: 80 percent / HOBt; EDC; DIPEA / dimethylformamide / 12 h / 20 °C

4: 75 percent / Et₃N / Pf(PPh₃)2Cl₂ / dimethylformamide / 8 h / 65 °C

5: 90 percent / TBAF; AcOH / 1 h / 20 °C

With tetrabutyl ammonium fluoride; hydrogen; benzotriazol-1-ol; acetic acid; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; Grubbs catalyst first generation; Pf(PPh₃)2Cl₂; In methanol; dichloromethane; N,N-dimethyl-formamide; 1: Cross-metathesis reaction / 2: Catalytic hydrogenation / 3: Acylation / 4: Sonogashira coupling reaction / 5: Silyl ether cleavage;
DOI:10.1055/s-2000-6266