(3aS,4R,5R,7aS)-5-Azido-4-benzyloxy-7-chloro-2,2-dimethyl-3a,4,5,7a-tetrahydro-benzo[1,3]dioxole

Base Information

Chemical Name:(3aS,4R,5R,7aS)-5-Azido-4-benzyloxy-7-chloro-2,2-dimethyl-3a,4,5,7a-tetrahydro-benzo[1,3]dioxole
CAS No.:213180-71-3
Molecular Formula:C₁₆H₁₈ClN₃O₃
Molecular Weight:335.79
Hs Code.:

Synonyms:(3aS,4R,5R,7aS)-5-Azido-4-benzyloxy-7-chloro-2,2-dimethyl-3a,4,5,7a-tetrahydro-benzo[1,3]dioxole

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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 (3aS,4R,5R,7aS)-5-Azido-4-benzyloxy-7-chloro-2,2-dimethyl-3a,4,5,7a-tetrahydro-benzo[1,3]dioxole

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Technology Process of (3aS,4R,5R,7aS)-5-Azido-4-benzyloxy-7-chloro-2,2-dimethyl-3a,4,5,7a-tetrahydro-benzo[1,3]dioxole

There total 4 articles about (3aS,4R,5R,7aS)-5-Azido-4-benzyloxy-7-chloro-2,2-dimethyl-3a,4,5,7a-tetrahydro-benzo[1,3]dioxole 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%

: 100-39-0
benzyl bromide

: 139432-85-2
(1R,2R,3R,6R)-6-Azido-4-chloro-2,3-O-isopropylidenecyclohex-4-ene-1,2,3-triol

: 213180-71-3
(3aS,4R,5R,7aS)-5-Azido-4-benzyloxy-7-chloro-2,2-dimethyl-3a,4,5,7a-tetrahydro-benzo[1,3]dioxole

Guidance literature:: With sodium hydride; potassium iodide; In tetrahydrofuran; at 0 - 18 ℃; for 24h;
DOI:10.1039/b304063a

Reference yield:

: 127666-06-2
(3aS,7aS)-4-chloro-2,2-dimethyl-3a,7a-dihydro-1,3-benzodioxole

: 213180-71-3
(3aS,4R,5R,7aS)-5-Azido-4-benzyloxy-7-chloro-2,2-dimethyl-3a,4,5,7a-tetrahydro-benzo[1,3]dioxole

Guidance literature:: Multi-step reaction with 4 steps

1: m-CPBA / CH₂Cl₂ / 11 h / 0 - 18 °C

2: 98 percent / LiCl; HOAc / tetrahydrofuran / 17 h / 18 °C

3: 91 percent / LiN₃ / dimethylformamide / 72 h / 18 °C

4: 100 percent / KI; NAH / tetrahydrofuran / 24 h / 0 - 18 °C

With lithium azide; sodium hydride; acetic acid; 3-chloro-benzenecarboperoxoic acid; potassium iodide; lithium chloride; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1039/b304063a

Reference yield:

: 139559-62-9
(1S,2S,3S,4S)-4,6-Dichloro-2,3-O-isopropylidenecyclohex-4-ene-1,2,3-triol

: 213180-71-3
(3aS,4R,5R,7aS)-5-Azido-4-benzyloxy-7-chloro-2,2-dimethyl-3a,4,5,7a-tetrahydro-benzo[1,3]dioxole

Guidance literature:: Multi-step reaction with 2 steps

1: 91 percent / LiN₃ / dimethylformamide / 72 h / 18 °C

2: 100 percent / KI; NAH / tetrahydrofuran / 24 h / 0 - 18 °C

With lithium azide; sodium hydride; potassium iodide; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1039/b304063a