(S)-2-(3,4-Dimethoxy-phenyl)-1-{(4S,5S)-5-[(S)-2-(3,4-dimethoxy-phenyl)-1-hydroxy-ethyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-ethanol

Base Information

• Chemical Name: (S)-2-(3,4-Dimethoxy-phenyl)-1-{(4S,5S)-5-[(S)-2-(3,4-dimethoxy-phenyl)-1-hydroxy-ethyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-ethanol
• CAS No.: 1053644-04-4
• Molecular Formula: C₂₅H₃₄O₈
• Molecular Weight: 462.54
• Mol file: 1053644-04-4.mol

Synonyms:

Chemical Property of (S)-2-(3,4-Dimethoxy-phenyl)-1-{(4S,5S)-5-[(S)-2-(3,4-dimethoxy-phenyl)-1-hydroxy-ethyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-ethanol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-(3,4-Dimethoxy-phenyl)-1-{(4S,5S)-5-[(S)-2-(3,4-dimethoxy-phenyl)-1-hydroxy-ethyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-ethanol

There total 1 articles about (S)-2-(3,4-Dimethoxy-phenyl)-1-{(4S,5S)-5-[(S)-2-(3,4-dimethoxy-phenyl)-1-hydroxy-ethyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-ethanol 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:

4-Bromoveratrole (2859-78-1) + 1,2:5,6-dianhydro-3,4-O-isopropylidene-L-mannitol (153059-37-1) → (S)-2-(3,4-Dimethoxy-phenyl)-1-{(4S,5S)-5-[(S)-2-(3,4-dimethoxy-phenyl)-1-hydroxy-ethyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-ethanol (1053644-04-4)

Guidance literature:

With n-butyllithium; Multistep reaction;

DOI:10.1021/jm960839i

Reference yield:

(S)-2-(3,4-Dimethoxy-phenyl)-1-{(4S,5S)-5-[(S)-2-(3,4-dimethoxy-phenyl)-1-hydroxy-ethyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-ethanol (1053644-04-4) → (R)-1-{(4S,5S)-5-[(R)-1-Amino-2-(3,4-dimethoxy-phenyl)-ethyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-2-(3,4-dimethoxy-phenyl)-ethylamine (1054667-71-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) triphenylphosphine, diethyl azodicarboxylate, 2.) diphenyl phosphorazidate / 1.) THF, 0 deg C, 10 min, 2.) THF, RT, 2.5 h

2: LiAlH₄ / tetrahydrofuran / 0.33 h / Ambient temperature

With lithium aluminium tetrahydride; diphenyl phosphoryl azide; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran;

DOI:10.1021/jm960839i

Reference yield:

(S)-2-(3,4-Dimethoxy-phenyl)-1-{(4S,5S)-5-[(S)-2-(3,4-dimethoxy-phenyl)-1-hydroxy-ethyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-ethanol (1053644-04-4) → (3aS,4R,8R,8aS)-4,8-Bis-(3,4-dimethoxy-benzyl)-2,2-dimethyl-hexahydro-1,3-dioxa-5,7-diaza-azulen-6-one

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) triphenylphosphine, diethyl azodicarboxylate, 2.) diphenyl phosphorazidate / 1.) THF, 0 deg C, 10 min, 2.) THF, RT, 2.5 h

2: LiAlH₄ / tetrahydrofuran / 0.33 h / Ambient temperature

3: various solvent(s) / 0.25 h / Heating

With lithium aluminium tetrahydride; diphenyl phosphoryl azide; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran;

DOI:10.1021/jm960839i

upstream raw materials:

4-Bromoveratrole

1,2:5,6-dianhydro-3,4-O-isopropylidene-L-mannitol

Downstream raw materials:

(4S,5S)-4,5-Bis-[(R)-1-azido-2-(3,4-dimethoxy-phenyl)-ethyl]-2,2-dimethyl-[1,3]dioxolane

(R)-1-{(4S,5S)-5-[(R)-1-Amino-2-(3,4-dimethoxy-phenyl)-ethyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-2-(3,4-dimethoxy-phenyl)-ethylamine

(3aS,4R,8R,8aS)-5,7-Dibenzyl-4,8-bis-(3,4-dimethoxy-benzyl)-2,2-dimethyl-hexahydro-1,3-dioxa-5,7-diaza-azulen-6-one