Phenol,4-[(2R,3R,4S,5S)-5-(1,3-benzodioxol-5-yl)tetrahydro-3,4-dimethyl-2-furanyl]-2-methoxy-,rel-

Base Information

Chemical Name:Phenol,4-[(2R,3R,4S,5S)-5-(1,3-benzodioxol-5-yl)tetrahydro-3,4-dimethyl-2-furanyl]-2-methoxy-,rel-
CAS No.:114488-90-3
Molecular Formula:C20H22 O5
Molecular Weight:342.392
Hs Code.:
Mol file:114488-90-3.mol

Synonyms:Phenol,4-[5-(1,3-benzodioxol-5-yl)tetrahydro-3,4-dimethyl-2-furanyl]-2-methoxy-, (2a,3b,4b,5a)-; (+)-Machillin F; Machilin F

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

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Chemical Property of Phenol,4-[(2R,3R,4S,5S)-5-(1,3-benzodioxol-5-yl)tetrahydro-3,4-dimethyl-2-furanyl]-2-methoxy-,rel-

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Technology Process of Phenol,4-[(2R,3R,4S,5S)-5-(1,3-benzodioxol-5-yl)tetrahydro-3,4-dimethyl-2-furanyl]-2-methoxy-,rel-

There total 17 articles about Phenol,4-[(2R,3R,4S,5S)-5-(1,3-benzodioxol-5-yl)tetrahydro-3,4-dimethyl-2-furanyl]-2-methoxy-,rel- 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: 87.0%

: 1296147-83-5
5-((2R,3R,4S,5S)-5-(4-(benzyloxy)-3-methoxyphenyl)-3,4-dimethyltetrahydrofuran-2-yl)benzo[d][1,3]dioxole

: 114488-90-3
machilin F

Guidance literature:: With 20 % Pd(OH)2/C; hydrogen; In benzene;
DOI:10.3987/COM-10-S(E)88

Reference yield:

: 898547-01-8
(((1S,2S)-1-(4-(benzyloxy)-3-methoxyphenyl)-2,3-dimethylbut-3-en-1-yl)oxy)(tert-butyl)dimethylsilane

: 114488-90-3
machilin F

Guidance literature:: Multi-step reaction with 7 steps

1: tetrahydrofuran / 0 °C

2: dihydrogen peroxide; sodium hydroxide / 0 °C

3: Dess-Martin periodane / dichloromethane / 20 °C

4: tetrahydrofuran / 0 °C

5: tetrabutyl ammonium fluoride / tetrahydrofuran / 0 °C

6: di-isopropyl azodicarboxylate; triphenylphosphine / dichloromethane / 20 °C

7: 20 % Pd(OH)2/C; hydrogen / benzene

With di-isopropyl azodicarboxylate; 20 % Pd(OH)2/C; tetrabutyl ammonium fluoride; hydrogen; dihydrogen peroxide; Dess-Martin periodane; triphenylphosphine; sodium hydroxide; In tetrahydrofuran; dichloromethane; benzene; 3: Dess-Martin oxidation / 6: Mitsunobu-type cyclization;
DOI:10.3987/COM-10-S(E)88

Reference yield:

: (3S,4S)-4-(4-Benzyloxy-3-methoxy-phenyl)-4-(tert-butyl-dimethyl-silanyloxy)-3-methyl-butan-2-ol

: 114488-90-3
machilin F

Guidance literature:: Multi-step reaction with 9 steps

1.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / -78 °C

1.2: -10 °C

2.1: tetrahydrofuran / -40 °C

3.1: tetrahydrofuran / 0 °C

4.1: dihydrogen peroxide; sodium hydroxide / 0 °C

5.1: Dess-Martin periodane / dichloromethane / 20 °C

6.1: tetrahydrofuran / 0 °C

7.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0 °C

8.1: di-isopropyl azodicarboxylate; triphenylphosphine / dichloromethane / 20 °C

9.1: 20 % Pd(OH)2/C; hydrogen / benzene

With oxalyl dichloride; di-isopropyl azodicarboxylate; 20 % Pd(OH)2/C; tetrabutyl ammonium fluoride; hydrogen; dihydrogen peroxide; Dess-Martin periodane; dimethyl sulfoxide; triphenylphosphine; sodium hydroxide; In tetrahydrofuran; dichloromethane; benzene; 1.1: Swern oxidation / 1.2: Swern oxidation / 2.1: Tebbe olefination / 5.1: Dess-Martin oxidation / 8.1: Mitsunobu-type cyclization;
DOI:10.3987/COM-10-S(E)88