(3S,8aS)-3-(6-Benzyloxy-hexyl)-3-bromomethyl-tetrahydro-pyrrolo[2,1-c][1,4]oxazine-1,4-dione

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Chemical Name:(3S,8aS)-3-(6-Benzyloxy-hexyl)-3-bromomethyl-tetrahydro-pyrrolo[2,1-c][1,4]oxazine-1,4-dione
CAS No.:191412-52-9
Molecular Formula:C₂₁H₂₈BrNO₄
Molecular Weight:438.362
Hs Code.:

Synonyms:(3S,8aS)-3-(6-Benzyloxy-hexyl)-3-bromomethyl-tetrahydro-pyrrolo[2,1-c][1,4]oxazine-1,4-dione

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Chemical Property of (3S,8aS)-3-(6-Benzyloxy-hexyl)-3-bromomethyl-tetrahydro-pyrrolo[2,1-c][1,4]oxazine-1,4-dione

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Technology Process of (3S,8aS)-3-(6-Benzyloxy-hexyl)-3-bromomethyl-tetrahydro-pyrrolo[2,1-c][1,4]oxazine-1,4-dione

There total 9 articles about (3S,8aS)-3-(6-Benzyloxy-hexyl)-3-bromomethyl-tetrahydro-pyrrolo[2,1-c][1,4]oxazine-1,4-dione 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: 87.0%

: 191412-51-8
(S)-1-(8-Benzyloxy-2-methylene-octanoyl)-pyrrolidine-2-carboxylic acid

: 191412-52-9
(3S,8aS)-3-(6-Benzyloxy-hexyl)-3-bromomethyl-tetrahydro-pyrrolo[2,1-c][1,4]oxazine-1,4-dione

Guidance literature:: With N-Bromosuccinimide; In N,N-dimethyl-formamide; for 24h; Ambient temperature;
DOI:10.1016/S0957-4166(97)00105-5

Reference yield:

: 54247-27-7
1-bromo-6-benzyloxyhexane

: 191412-52-9
(3S,8aS)-3-(6-Benzyloxy-hexyl)-3-bromomethyl-tetrahydro-pyrrolo[2,1-c][1,4]oxazine-1,4-dione

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) NaH

2: 100 percent / aq. KOH / methanol / 5 h / Heating

3: 83 percent / diethyl phosphorocyanidate, Et₃N / dimethylformamide / 2 h / 0 °C

4: 100 percent / aq. KOH / methanol / 10 h / Heating

5: 87 percent / NBS / dimethylformamide / 24 h / Ambient temperature

With potassium hydroxide; N-Bromosuccinimide; diethyl cyanophosphonate; sodium hydride; triethylamine; In methanol; N,N-dimethyl-formamide;
DOI:10.1016/S0957-4166(97)00105-5

Reference yield:

: 4286-55-9
1-bromo-6-hexanol

: 191412-52-9
(3S,8aS)-3-(6-Benzyloxy-hexyl)-3-bromomethyl-tetrahydro-pyrrolo[2,1-c][1,4]oxazine-1,4-dione

Guidance literature:: Multi-step reaction with 6 steps

1: 93 percent / NaH / tetrahydrofuran / 24 h / Ambient temperature

2: 1.) NaH

3: 100 percent / aq. KOH / methanol / 5 h / Heating

4: 83 percent / diethyl phosphorocyanidate, Et₃N / dimethylformamide / 2 h / 0 °C

5: 100 percent / aq. KOH / methanol / 10 h / Heating

6: 87 percent / NBS / dimethylformamide / 24 h / Ambient temperature

With potassium hydroxide; N-Bromosuccinimide; diethyl cyanophosphonate; sodium hydride; triethylamine; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;
DOI:10.1016/S0957-4166(97)00105-5