(3aR,5R,6S,6aR)-5-((R)-4-azido-1-(4-methoxyphenyl)butyl)tetrahydro-6-methoxy-2,2-dimethylfuro[3,2-d][1,3]dioxol

Base Information

Chemical Name:(3aR,5R,6S,6aR)-5-((R)-4-azido-1-(4-methoxyphenyl)butyl)tetrahydro-6-methoxy-2,2-dimethylfuro[3,2-d][1,3]dioxol
CAS No.:889663-01-8
Molecular Formula:C₁₉H₂₇N₃O₅
Molecular Weight:377.44
Hs Code.:

Synonyms:(3aR,5R,6S,6aR)-5-((R)-4-azido-1-(4-methoxyphenyl)butyl)tetrahydro-6-methoxy-2,2-dimethylfuro[3,2-d][1,3]dioxol

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Chemical Property of (3aR,5R,6S,6aR)-5-((R)-4-azido-1-(4-methoxyphenyl)butyl)tetrahydro-6-methoxy-2,2-dimethylfuro[3,2-d][1,3]dioxol

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Technology Process of (3aR,5R,6S,6aR)-5-((R)-4-azido-1-(4-methoxyphenyl)butyl)tetrahydro-6-methoxy-2,2-dimethylfuro[3,2-d][1,3]dioxol

There total 6 articles about (3aR,5R,6S,6aR)-5-((R)-4-azido-1-(4-methoxyphenyl)butyl)tetrahydro-6-methoxy-2,2-dimethylfuro[3,2-d][1,3]dioxol 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: 95.0%

: 889663-00-7
(R)-4-((3aR,5R,6S,6aR)-tetrahydro-6-methoxy-2,2-dimethylfuro[3,2-d][1,3]dioxol-5-yl)-4-(4-methoxyphenyl)butyl 4-methylbenzenesulfonate

: 889663-01-8
(3aR,5R,6S,6aR)-5-((R)-4-azido-1-(4-methoxyphenyl)butyl)tetrahydro-6-methoxy-2,2-dimethylfuro[3,2-d][1,3]dioxol

Guidance literature:: With sodium azide; In N,N-dimethyl-formamide; at 60 ℃; for 4h;
DOI:10.1021/jo052418r

Reference yield:

: 889662-74-2
(S)-((3aR,5R,6S,6aR)-tetrahydro-6-methoxy-2,2-dimethylfuro[2,3-d][1,3]dioxol-5-yl)(4-methoxyphenyl)methanol

: 889663-01-8
(3aR,5R,6S,6aR)-5-((R)-4-azido-1-(4-methoxyphenyl)butyl)tetrahydro-6-methoxy-2,2-dimethylfuro[3,2-d][1,3]dioxol

Guidance literature:: Multi-step reaction with 4 steps

1.1: 75 percent / ZrCl₄ / acetonitrile / 0.67 h / 20 °C

2.1: BH₃-DMS / tetrahydrofuran / 24 h / 20 °C

2.2: 73 percent / aq. NaOH; H₂O₂ / tetrahydrofuran / 4 h

3.1: 97 percent / Et₃N / CH₂Cl₂ / 10 h / 20 °C

4.1: 95 percent / NaN₃ / dimethylformamide / 4 h / 60 °C

With sodium azide; dimethylsulfide borane complex; zirconium(IV) chloride; triethylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jo052418r

Reference yield:

: 889662-80-0
(3aR,5R,6S,6aR)-tetrahydro-6-methoxy-5-((R)-1-(4-methoxyphenyl)but-3-enyl)-2,2-dimethylfuro[3,2-d][1,3]dioxol

: 889663-01-8
(3aR,5R,6S,6aR)-5-((R)-4-azido-1-(4-methoxyphenyl)butyl)tetrahydro-6-methoxy-2,2-dimethylfuro[3,2-d][1,3]dioxol

Guidance literature:: Multi-step reaction with 3 steps

1.1: BH₃-DMS / tetrahydrofuran / 24 h / 20 °C

1.2: 73 percent / aq. NaOH; H₂O₂ / tetrahydrofuran / 4 h

2.1: 97 percent / Et₃N / CH₂Cl₂ / 10 h / 20 °C

3.1: 95 percent / NaN₃ / dimethylformamide / 4 h / 60 °C

With sodium azide; dimethylsulfide borane complex; triethylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo052418r