1H-Azepine-1-carboxylic acid, 3-azidohexahydro-4-(phenylmethoxy)-, 1,1-dimethylethyl ester, (3S,4S)-

Base Information

Chemical Name:1H-Azepine-1-carboxylic acid, 3-azidohexahydro-4-(phenylmethoxy)-, 1,1-dimethylethyl ester, (3S,4S)-
CAS No.:650596-43-3
Molecular Formula:C₁₈H₂₆N₄O₃
Molecular Weight:346.429
Hs Code.:

Synonyms:

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Chemical Property of 1H-Azepine-1-carboxylic acid, 3-azidohexahydro-4-(phenylmethoxy)-, 1,1-dimethylethyl ester, (3S,4S)-

Chemical Property:

Purity/Quality:

Safty Information:

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Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Technology Process of 1H-Azepine-1-carboxylic acid, 3-azidohexahydro-4-(phenylmethoxy)-, 1,1-dimethylethyl ester, (3S,4S)-

There total 13 articles about 1H-Azepine-1-carboxylic acid, 3-azidohexahydro-4-(phenylmethoxy)-, 1,1-dimethylethyl ester, (3S,4S)- 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:

: 650596-36-4
6-(tert-butoxy)-3-methylcarbonyloxy-(2R,3S)-3,6-dihydro-2H-2-pyranylmethyl acetate

: 650596-43-3
tert-butyl 3-azido-4-benzyloxy-(3S,4S)-azepane-1-carboxylate

Guidance literature:: Multi-step reaction with 10 steps

1.1: 100 percent / K₂CO₃ / methanol; H₂O / 12 h / 20 °C

2.1: 92 percent / H₂ / Pd/C / ethyl acetate / 12 h / 20 °C

3.1: triethylamine / CH₂Cl₂ / 6 h / 0 °C

4.1: 2 g / sodium azide / dimethylformamide / 12 h / 80 °C

5.1: 95 percent / NaH; Bu₄NI / tetrahydrofuran / 3 h / 20 °C

6.1: 95 percent / acetic acid; sulfuric acid / 0.5 h / 70 °C

7.1: triphenylphosphine / toluene / 12 h / Heating

7.2: sodium borohydride / methanol / 0 - 20 °C

8.1: 0.9 g / triethylamine / methanol / 6 h / 20 °C

9.1: 2,6-lutidine / CH₂Cl₂ / cooling

10.1: NaN₃ / dimethylformamide / 72 h / 20 °C

With 2,6-dimethylpyridine; sodium azide; sulfuric acid; hydrogen; tetra-(n-butyl)ammonium iodide; sodium hydride; potassium carbonate; acetic acid; triethylamine; triphenylphosphine; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; toluene; 7.1: aza Wittig reaction;
DOI:10.1016/j.tet.2003.09.089

Reference yield:

: 650596-37-5
6-(tert-butoxy)-2-hydroxymethyl-(2R,3S)-3,6-dihydro-2H-3-pyranol

: 650596-43-3
tert-butyl 3-azido-4-benzyloxy-(3S,4S)-azepane-1-carboxylate

Guidance literature:: Multi-step reaction with 9 steps

1.1: 92 percent / H₂ / Pd/C / ethyl acetate / 12 h / 20 °C

2.1: triethylamine / CH₂Cl₂ / 6 h / 0 °C

3.1: 2 g / sodium azide / dimethylformamide / 12 h / 80 °C

4.1: 95 percent / NaH; Bu₄NI / tetrahydrofuran / 3 h / 20 °C

5.1: 95 percent / acetic acid; sulfuric acid / 0.5 h / 70 °C

6.1: triphenylphosphine / toluene / 12 h / Heating

6.2: sodium borohydride / methanol / 0 - 20 °C

7.1: 0.9 g / triethylamine / methanol / 6 h / 20 °C

8.1: 2,6-lutidine / CH₂Cl₂ / cooling

9.1: NaN₃ / dimethylformamide / 72 h / 20 °C

With 2,6-dimethylpyridine; sodium azide; sulfuric acid; hydrogen; tetra-(n-butyl)ammonium iodide; sodium hydride; acetic acid; triethylamine; triphenylphosphine; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; toluene; 6.1: aza Wittig reaction;
DOI:10.1016/j.tet.2003.09.089

Reference yield:

: 2873-29-2
D-glucal triacetate

: 650596-43-3
tert-butyl 3-azido-4-benzyloxy-(3S,4S)-azepane-1-carboxylate

Guidance literature:: Multi-step reaction with 11 steps

1.1: 95 percent / BF₃*Et₂O / CH₂Cl₂ / 10 - 20 °C

2.1: 100 percent / K₂CO₃ / methanol; H₂O / 12 h / 20 °C

3.1: 92 percent / H₂ / Pd/C / ethyl acetate / 12 h / 20 °C

4.1: triethylamine / CH₂Cl₂ / 6 h / 0 °C

5.1: 2 g / sodium azide / dimethylformamide / 12 h / 80 °C

6.1: 95 percent / NaH; Bu₄NI / tetrahydrofuran / 3 h / 20 °C

7.1: 95 percent / acetic acid; sulfuric acid / 0.5 h / 70 °C

8.1: triphenylphosphine / toluene / 12 h / Heating

8.2: sodium borohydride / methanol / 0 - 20 °C

9.1: 0.9 g / triethylamine / methanol / 6 h / 20 °C

10.1: 2,6-lutidine / CH₂Cl₂ / cooling

11.1: NaN₃ / dimethylformamide / 72 h / 20 °C

With 2,6-dimethylpyridine; sodium azide; sulfuric acid; boron trifluoride diethyl etherate; hydrogen; tetra-(n-butyl)ammonium iodide; sodium hydride; potassium carbonate; acetic acid; triethylamine; triphenylphosphine; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; toluene; 1.1: Ferrier rearrangement / 8.1: aza Wittig reaction;
DOI:10.1016/j.tet.2003.09.089