(±)-norgalanthamine

Base Information

Chemical Name:(±)-norgalanthamine
CAS No.:41303-52-0
Molecular Formula:C₁₆H₁₉NO₃
Molecular Weight:273.332
Hs Code.:

Synonyms:

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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 (±)-norgalanthamine

Chemical Property:

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Technology Process of (±)-norgalanthamine

There total 17 articles about (±)-norgalanthamine 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: 84.0%

: (±)-nornarwedine

: 41303-52-0,41303-74-6,156040-03-8
(±)-norgalanthamine

Guidance literature:: With L-Selectride; In tetrahydrofuran; at -78 ℃; for 2h;
DOI:10.1016/j.bmc.2013.11.026

Reference yield:

: 99-50-3
3,4-Dihydroxybenzoic acid

: 41303-52-0,41303-74-6,156040-03-8
(±)-norgalanthamine

Guidance literature:: Multi-step reaction with 13 steps

1: 96 percent / H₂SO₄ / 9 h / Heating

2: 0.17 h / 170 - 180 °C

3: 1.26 g / LiAlH₄ / diethyl ether / 1.5 h / Ambient temperature

4: 67.8 g / NBS / dimethylformamide / 2 h / Ambient temperature

5: 56 percent / NaOMe / hexamethylphosphoric acid triamide / 2 h / Ambient temperature

6: 86 percent / MnO₂ / benzene / 20 h / Heating

7: 2.) NaBH₄ / 1.) MeOH, reflux, 3 h, 2.) MeOH, 0 deg C, 30 min

8: pyridine / 1.5 h / 0 °C

9: 36 percent / PhI(COCF₃)2 / various solvent(s) / 1.5 h / -40 °C

10: TFA / 0.75 h / Ambient temperature

11: K₂CO₃ / acetone / 1.5 h / Heating

12: K₂CO₃ / H₂O; methanol / 2 h / Ambient temperature

13: L-selectride / tetrahydrofuran / 2 h / -78 °C

With manganese(IV) oxide; sodium tetrahydroborate; N-Bromosuccinimide; lithium aluminium tetrahydride; sulfuric acid; sodium methylate; L-Selectride; potassium carbonate; trifluoroacetic acid; bis-[(trifluoroacetoxy)iodo]benzene; In tetrahydrofuran; pyridine; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether; water; N,N-dimethyl-formamide; acetone; benzene;
DOI:10.1021/jo9807868

Reference yield:

: 2150-43-8
3,4-dihydroxybenzoic acid methyl ester

: 41303-52-0,41303-74-6,156040-03-8
(±)-norgalanthamine

Guidance literature:: Multi-step reaction with 12 steps

1: 0.17 h / 170 - 180 °C

2: 1.26 g / LiAlH₄ / diethyl ether / 1.5 h / Ambient temperature

3: 67.8 g / NBS / dimethylformamide / 2 h / Ambient temperature

4: 56 percent / NaOMe / hexamethylphosphoric acid triamide / 2 h / Ambient temperature

5: 86 percent / MnO₂ / benzene / 20 h / Heating

6: 2.) NaBH₄ / 1.) MeOH, reflux, 3 h, 2.) MeOH, 0 deg C, 30 min

7: pyridine / 1.5 h / 0 °C

8: 36 percent / PhI(COCF₃)2 / various solvent(s) / 1.5 h / -40 °C

9: TFA / 0.75 h / Ambient temperature

10: K₂CO₃ / acetone / 1.5 h / Heating

11: K₂CO₃ / H₂O; methanol / 2 h / Ambient temperature

12: L-selectride / tetrahydrofuran / 2 h / -78 °C

With manganese(IV) oxide; sodium tetrahydroborate; N-Bromosuccinimide; lithium aluminium tetrahydride; sodium methylate; L-Selectride; potassium carbonate; trifluoroacetic acid; bis-[(trifluoroacetoxy)iodo]benzene; In tetrahydrofuran; pyridine; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether; water; N,N-dimethyl-formamide; acetone; benzene;
DOI:10.1021/jo9807868