(4R)-1t,7a-dihydroxy-7-hydroxymethyl-4-methyl-(4r,7ac)-2,3,5,7a-tetrahydro-1H-pyrrolizinium betaine

Base Information

Chemical Name:(4R)-1t,7a-dihydroxy-7-hydroxymethyl-4-methyl-(4r,7ac)-2,3,5,7a-tetrahydro-1H-pyrrolizinium betaine
CAS No.:94782-62-4
Molecular Formula:C₉H₁₅NO₃
Molecular Weight:185.223
Hs Code.:

(4<i>R</i>)-1<i>t</i>,7a-dihydroxy-7-hydroxymethyl-4-methyl-(4<i>r</i>,7a<i>c</i>)-2,3,5,7a-tetrahydro-1<i>H</i>-pyrrolizinium betaine

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 (4R)-1t,7a-dihydroxy-7-hydroxymethyl-4-methyl-(4r,7ac)-2,3,5,7a-tetrahydro-1H-pyrrolizinium betaine

Chemical Property:

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Technology Process of (4R)-1t,7a-dihydroxy-7-hydroxymethyl-4-methyl-(4r,7ac)-2,3,5,7a-tetrahydro-1H-pyrrolizinium betaine

There total 14 articles about (4R)-1t,7a-dihydroxy-7-hydroxymethyl-4-methyl-(4r,7ac)-2,3,5,7a-tetrahydro-1H-pyrrolizinium betaine 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: 75.0%

: (Z)-4-Benzyloxy-6-benzyloxymethyl-1-methyl-1,3,4,8-tetrahydro-2H-azocin-5-one

: 94782-62-4
Othonecin

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; methyl-phenyl-thioether; In acetonitrile; at 0 ℃; for 0.5h;
DOI:10.1021/ja973464e

Reference yield:

: (5S,7R)-2-Benzyl-5-benzyloxymethyl-9-thia-2-aza-bicyclo[3.3.1]nonan-7-ol

: 94782-62-4
Othonecin

Guidance literature:: Multi-step reaction with 11 steps

1: 88 percent / NaH, imidazole, Bu₄NI / tetrahydrofuran; dimethylformamide / 11 h / 0 - 20 °C

2: NaBH₃CN, AcOH / various solvent(s) / 48 h / Ambient temperature

3: DBU / benzene / 14 h / Ambient temperature

4: 95 percent / tetrahydrofuran / 16 h / Ambient temperature

5: tetrabutylammonium oxone / CH₂Cl₂ / 1.5 h / 0 °C

6: CaCO₃ / xylene / 0.25 h / Heating

7: 96 percent / LiAlH₄ / tetrahydrofuran / 8 h / Ambient temperature

8: OsO₄ / Ambient temperature

9: 53 percent / K₃Fe(CN)6, OsO₄ / 2-methyl-propan-2-ol / 0.92 h

10: 1.) MeO₂CN^--SO₂N⁺Et₃, 3.) H₂O

11: 75 percent / PhSMe, TMSOTf / acetonitrile / 0.5 h / 0 °C

With 1H-imidazole; osmium(VIII) oxide; lithium aluminium tetrahydride; Burgess Reagent; trimethylsilyl trifluoromethanesulfonate; methyl-phenyl-thioether; Oxone tetrabutylammonium salt; water; tetra-(n-butyl)ammonium iodide; sodium hydride; sodium cyanoborohydride; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; calcium carbonate; potassium hexacyanoferrate(III); In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; acetonitrile; xylene; tert-butyl alcohol; benzene;
DOI:10.1021/ja973464e

Reference yield:

: 208585-96-0
2-Benzyl-5-benzyloxymethyl-9-thia-2-aza-bicyclo[3.3.1]nonan-7-one

: 94782-62-4
Othonecin

Guidance literature:: Multi-step reaction with 12 steps

1: 97 percent / L-Selectride / tetrahydrofuran / 3 h / Ambient temperature

2: 88 percent / NaH, imidazole, Bu₄NI / tetrahydrofuran; dimethylformamide / 11 h / 0 - 20 °C

3: NaBH₃CN, AcOH / various solvent(s) / 48 h / Ambient temperature

4: DBU / benzene / 14 h / Ambient temperature

5: 95 percent / tetrahydrofuran / 16 h / Ambient temperature

6: tetrabutylammonium oxone / CH₂Cl₂ / 1.5 h / 0 °C

7: CaCO₃ / xylene / 0.25 h / Heating

8: 96 percent / LiAlH₄ / tetrahydrofuran / 8 h / Ambient temperature

9: OsO₄ / Ambient temperature

10: 53 percent / K₃Fe(CN)6, OsO₄ / 2-methyl-propan-2-ol / 0.92 h

11: 1.) MeO₂CN^--SO₂N⁺Et₃, 3.) H₂O

12: 75 percent / PhSMe, TMSOTf / acetonitrile / 0.5 h / 0 °C

With 1H-imidazole; osmium(VIII) oxide; lithium aluminium tetrahydride; Burgess Reagent; trimethylsilyl trifluoromethanesulfonate; methyl-phenyl-thioether; Oxone tetrabutylammonium salt; water; tetra-(n-butyl)ammonium iodide; L-Selectride; sodium hydride; sodium cyanoborohydride; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; calcium carbonate; potassium hexacyanoferrate(III); In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; acetonitrile; xylene; tert-butyl alcohol; benzene;
DOI:10.1021/ja973464e