Acetic acid (1R,5R,6R)-5,6-diacetoxy-3-[(R)-(bis-allyloxy-phosphoryl)-hydroxy-methyl]-cyclohex-3-enyl ester

Base Information

Chemical Name:Acetic acid (1R,5R,6R)-5,6-diacetoxy-3-[(R)-(bis-allyloxy-phosphoryl)-hydroxy-methyl]-cyclohex-3-enyl ester
CAS No.:286956-66-9
Molecular Formula:C₁₉H₂₇O₁₀P
Molecular Weight:446.391
Hs Code.:

Synonyms:Acetic acid (1R,5R,6R)-5,6-diacetoxy-3-[(R)-(bis-allyloxy-phosphoryl)-hydroxy-methyl]-cyclohex-3-enyl ester

Suppliers and Price of Acetic acid (1R,5R,6R)-5,6-diacetoxy-3-[(R)-(bis-allyloxy-phosphoryl)-hydroxy-methyl]-cyclohex-3-enyl 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 (1R,5R,6R)-5,6-diacetoxy-3-[(R)-(bis-allyloxy-phosphoryl)-hydroxy-methyl]-cyclohex-3-enyl ester

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of Acetic acid (1R,5R,6R)-5,6-diacetoxy-3-[(R)-(bis-allyloxy-phosphoryl)-hydroxy-methyl]-cyclohex-3-enyl ester

There total 8 articles about Acetic acid (1R,5R,6R)-5,6-diacetoxy-3-[(R)-(bis-allyloxy-phosphoryl)-hydroxy-methyl]-cyclohex-3-enyl 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:

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

: 286956-66-9
Acetic acid (1R,5R,6R)-5,6-diacetoxy-3-[(R)-(bis-allyloxy-phosphoryl)-hydroxy-methyl]-cyclohex-3-enyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 1.47 g / pyridine / 5 h

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

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

4: 45 percent / dihydro-bis(2-methoxyethoxy)aluminate / tetrahydrofuran; toluene / 0.5 h / -60 °C

5: Et₃N

With pyridine; N-methylcyclohexylamine; RedAl; triethylamine; In tetrahydrofuran; dichloromethane; toluene; 1: Acetylation / 2: Condensation / 3: Substitution / 4: Reduction / 5: Addition;
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

: 286956-66-9
Acetic acid (1R,5R,6R)-5,6-diacetoxy-3-[(R)-(bis-allyloxy-phosphoryl)-hydroxy-methyl]-cyclohex-3-enyl ester

Guidance literature:: Multi-step reaction with 8 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

7: 45 percent / dihydro-bis(2-methoxyethoxy)aluminate / tetrahydrofuran; toluene / 0.5 h / -60 °C

8: Et₃N

With pyridine; N-methylcyclohexylamine; sodium hydroxide; di-isopropyl azodicarboxylate; acetic acid; RedAl; triethylamine; triphenylphosphine; In tetrahydrofuran; methanol; dichloromethane; toluene; 1: Mitsunobu reaction / 2: Hydrolysis / 3: Hydrolysis / 4: Acetylation / 5: Condensation / 6: Substitution / 7: Reduction / 8: Addition;
DOI:10.1002/(SICI)1099-0690(200005)2000:9<1745::AID-EJOC1745>3.0.CO;2-8

Reference yield:

: 286956-62-5
methyl (3R,4R,5R)-3-O-benzoyl-3,4,5-trihydroxycyclohex-1-ene-1-carboxylate

: 286956-66-9
Acetic acid (1R,5R,6R)-5,6-diacetoxy-3-[(R)-(bis-allyloxy-phosphoryl)-hydroxy-methyl]-cyclohex-3-enyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: aq. NaOH / methanol / 48 h / 20 °C

2: 1.47 g / pyridine / 5 h

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

4: 250 mg / N-methylpiperidine / CH₂Cl₂ / -20 - 20 °C

5: 45 percent / dihydro-bis(2-methoxyethoxy)aluminate / tetrahydrofuran; toluene / 0.5 h / -60 °C

6: Et₃N

With pyridine; N-methylcyclohexylamine; sodium hydroxide; RedAl; triethylamine; In tetrahydrofuran; methanol; dichloromethane; toluene; 1: Hydrolysis / 2: Acetylation / 3: Condensation / 4: Substitution / 5: Reduction / 6: Addition;
DOI:10.1002/(SICI)1099-0690(200005)2000:9<1745::AID-EJOC1745>3.0.CO;2-8