(3R,4R,5R)-3,4,5-tri-O-acetyl-3,4,5-trihydroxy-N-methoxy-N-methylcyclohex-1-ene-1-carboxamide

Base Information

Chemical Name:(3R,4R,5R)-3,4,5-tri-O-acetyl-3,4,5-trihydroxy-N-methoxy-N-methylcyclohex-1-ene-1-carboxamide
CAS No.:286956-64-7
Molecular Formula:C₁₅H₂₁NO₈
Molecular Weight:343.334
Hs Code.:

Synonyms:(3R,4R,5R)-3,4,5-tri-O-acetyl-3,4,5-trihydroxy-N-methoxy-N-methylcyclohex-1-ene-1-carboxamide

Suppliers and Price of (3R,4R,5R)-3,4,5-tri-O-acetyl-3,4,5-trihydroxy-N-methoxy-N-methylcyclohex-1-ene-1-carboxamide

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 (3R,4R,5R)-3,4,5-tri-O-acetyl-3,4,5-trihydroxy-N-methoxy-N-methylcyclohex-1-ene-1-carboxamide

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (3R,4R,5R)-3,4,5-tri-O-acetyl-3,4,5-trihydroxy-N-methoxy-N-methylcyclohex-1-ene-1-carboxamide

There total 6 articles about (3R,4R,5R)-3,4,5-tri-O-acetyl-3,4,5-trihydroxy-N-methoxy-N-methylcyclohex-1-ene-1-carboxamide 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:

: 6638-79-5
N,O-dimethylhydroxylamine*hydrochloride

: Acetic acid (1R,2R,6R)-2,6-diacetoxy-4-ethoxycarbonyloxycarbonyl-cyclohex-3-enyl ester

: 286956-64-7
(3R,4R,5R)-3,4,5-tri-O-acetyl-3,4,5-trihydroxy-N-methoxy-N-methylcyclohex-1-ene-1-carboxamide

Guidance literature:: With N-methylcyclohexylamine; In dichloromethane; at -20 - 20 ℃;
DOI:10.1002/(SICI)1099-0690(200005)2000:9<1745::AID-EJOC1745>3.0.CO;2-8

Reference yield:

: 21967-35-1
(3R,4R,5R)-3,4,5-trihydroxycyclohex-1-ene-1-carboxylic acid

: 286956-64-7
(3R,4R,5R)-3,4,5-tri-O-acetyl-3,4,5-trihydroxy-N-methoxy-N-methylcyclohex-1-ene-1-carboxamide

Guidance literature:: Multi-step reaction with 3 steps

1: 1.47 g / pyridine / 5 h

2: N-methylpiperidine / CH₂Cl₂ / -20 °C

3: 250 mg / N-methylpiperidine / CH₂Cl₂ / -20 - 20 °C

With pyridine; N-methylcyclohexylamine; In dichloromethane; 1: Acetylation / 2: Condensation / 3: Substitution;
DOI:10.1002/(SICI)1099-0690(200005)2000:9<1745::AID-EJOC1745>3.0.CO;2-8

Reference yield:

: 123994-31-0
methyl (3S,4R,5R)-3-O-benzoyl-4,5-O-cyclohexylidene-3,4,5-trihydroxycyclohec-1-ene-1-carboxylate

: 286956-64-7
(3R,4R,5R)-3,4,5-tri-O-acetyl-3,4,5-trihydroxy-N-methoxy-N-methylcyclohex-1-ene-1-carboxamide

Guidance literature:: Multi-step reaction with 6 steps

1: 94 percent / diisopropyl azodicarboxylate; PPh₃ / tetrahydrofuran / 2 h / 20 °C

2: 94 percent / aq. AcOH / 3 h / 60 - 70 °C

3: aq. NaOH / methanol / 48 h / 20 °C

4: 1.47 g / pyridine / 5 h

5: N-methylpiperidine / CH₂Cl₂ / -20 °C

6: 250 mg / N-methylpiperidine / CH₂Cl₂ / -20 - 20 °C

With pyridine; N-methylcyclohexylamine; sodium hydroxide; di-isopropyl azodicarboxylate; acetic acid; triphenylphosphine; In tetrahydrofuran; methanol; dichloromethane; 1: Mitsunobu reaction / 2: Hydrolysis / 3: Hydrolysis / 4: Acetylation / 5: Condensation / 6: Substitution;
DOI:10.1002/(SICI)1099-0690(200005)2000:9<1745::AID-EJOC1745>3.0.CO;2-8