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

Base Information

• Chemical Name: (4R,5R)-4,5-Bis-[(S)-1-azido-2-(4-methoxy-phenoxy)-ethyl]-2,2-dimethyl-[1,3]dioxolane
• CAS No.: 211994-34-2
• Molecular Formula: C₂₃H₂₈N₆O₆
• Molecular Weight: 484.512

Synonyms:(4R,5R)-4,5-Bis-[(S)-1-azido-2-(4-methoxy-phenoxy)-ethyl]-2,2-dimethyl-[1,3]dioxolane

Chemical Property of (4R,5R)-4,5-Bis-[(S)-1-azido-2-(4-methoxy-phenoxy)-ethyl]-2,2-dimethyl-[1,3]dioxolane

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Technology Process of (4R,5R)-4,5-Bis-[(S)-1-azido-2-(4-methoxy-phenoxy)-ethyl]-2,2-dimethyl-[1,3]dioxolane

There total 2 articles about (4R,5R)-4,5-Bis-[(S)-1-azido-2-(4-methoxy-phenoxy)-ethyl]-2,2-dimethyl-[1,3]dioxolane 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: 100.0%

(R)-1-{(4R,5R)-5-[(R)-1-Hydroxy-2-(4-methoxy-phenoxy)-ethyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-2-(4-methoxy-phenoxy)-ethanol → (4R,5R)-4,5-Bis-[(S)-1-azido-2-(4-methoxy-phenoxy)-ethyl]-2,2-dimethyl-[1,3]dioxolane (211994-34-2)

Guidance literature:

With di-isopropyl azodicarboxylate; diphenyl-phosphinic acid; triphenylphosphine; In tetrahydrofuran; at 0 - 20 ℃;

DOI:10.1016/S0968-0896(02)00643-0

Reference yield:

1,2;5,6-dianhydro-3,4-O-isopropylidene-D-mannitol (63700-05-0) → (4R,5R)-4,5-Bis-[(S)-1-azido-2-(4-methoxy-phenoxy)-ethyl]-2,2-dimethyl-[1,3]dioxolane (211994-34-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 63 percent / K₂CO₃ / dimethylformamide

2: 100 percent / Ph₃P; DIAD; DPPA / tetrahydrofuran / 0 - 20 °C

With di-isopropyl azodicarboxylate; diphenyl-phosphinic acid; potassium carbonate; triphenylphosphine; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1016/S0968-0896(02)00643-0

Reference yield: 73.0%

(4R,5R)-4,5-Bis-[(S)-1-azido-2-(4-methoxy-phenoxy)-ethyl]-2,2-dimethyl-[1,3]dioxolane (211994-34-2) → (2S,3R,4R,5S)-2,5-Diazido-1,6-bis-(4-methoxy-phenoxy)-hexane-3,4-diol (211994-43-3)

Guidance literature:

With acetyl chloride; In methanol; at 20 ℃; for 4h;

DOI:10.1016/S0968-0896(02)00643-0

upstream raw materials:

1,2;5,6-dianhydro-3,4-O-isopropylidene-D-mannitol

Downstream raw materials:

(2S,3R,4R,5S)-2,5-Diazido-1,6-bis-(4-methoxy-phenoxy)-hexane-3,4-diol

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