methyl (1RS,7S,8S)-7-methoxymethoxy-5-oxo-1-phenylthiohexahydro-1H-pyrrolizine-1-carboxylate

Base Information Edit

Chemical Name:methyl (1RS,7S,8S)-7-methoxymethoxy-5-oxo-1-phenylthiohexahydro-1H-pyrrolizine-1-carboxylate
CAS No.:119519-91-4
Molecular Formula:C₁₇H₂₁NO₅S
Molecular Weight:351.423
Hs Code.:
Mol file:119519-91-4.mol

Synonyms:

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Chemical Property of methyl (1RS,7S,8S)-7-methoxymethoxy-5-oxo-1-phenylthiohexahydro-1H-pyrrolizine-1-carboxylate Edit

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Technology Process of methyl (1RS,7S,8S)-7-methoxymethoxy-5-oxo-1-phenylthiohexahydro-1H-pyrrolizine-1-carboxylate

There total 10 articles about methyl (1RS,7S,8S)-7-methoxymethoxy-5-oxo-1-phenylthiohexahydro-1H-pyrrolizine-1-carboxylate 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:

: 119519-81-2
(3S)-3-acetoxy-1-(2-benzoyloxyethyl)pyrrolidine-2,5-dione

: 119519-91-4,129029-62-5,129029-65-8
methyl (1RS,7S,8S)-7-methoxymethoxy-5-oxo-1-phenylthiohexahydro-1H-pyrrolizine-1-carboxylate

Guidance literature:: Multi-step reaction with 9 steps

1: 1) NaBH₄ 2) HCl / 1) EtOH, -10 deg C, 15 min 2) r.t., 2 h

2: p-TsOH / 2 h / Ambient temperature

3: 76.6 percent / diisopropylethylamine / 4-dimethylaminopyridine / CH₂Cl₂ / 48 h / Ambient temperature

4: 82.6 percent / rhodium acetate / benzene / 2 h / Heating

5: 75.6 percent / H₂ / 10percent Pd-C / methanol / 18 h / 760 Torr / Ambient temperature

6: 77.3 percent / K₂CO₃ / methanol / 2 h / Ambient temperature

7: 94.4 percent / NEt₃ / CH₂Cl₂ / 0.17 h / Ambient temperature

8: NaI / acetone / 4 h / Heating

9: Li-hexamethyldisilazide / tetrahydrofuran / 5 h / 0 °C

With hydrogenchloride; sodium tetrahydroborate; hydrogen; potassium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine; sodium iodide; lithium hexamethyldisilazane; rhodium(II) acetate; dmap; palladium on activated charcoal; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; dichloromethane; acetone; benzene;

Reference yield:

: 119519-82-3,128935-41-1,128935-55-7
(2RS,3R)-3-acetoxy-1-(2-benzoyloxyethyl)-2-ethoxypyrrolidin-5-one

: 119519-91-4,129029-62-5,129029-65-8
methyl (1RS,7S,8S)-7-methoxymethoxy-5-oxo-1-phenylthiohexahydro-1H-pyrrolizine-1-carboxylate

Guidance literature:: Multi-step reaction with 8 steps

1: p-TsOH / 2 h / Ambient temperature

2: 76.6 percent / diisopropylethylamine / 4-dimethylaminopyridine / CH₂Cl₂ / 48 h / Ambient temperature

3: 82.6 percent / rhodium acetate / benzene / 2 h / Heating

4: 75.6 percent / H₂ / 10percent Pd-C / methanol / 18 h / 760 Torr / Ambient temperature

5: 77.3 percent / K₂CO₃ / methanol / 2 h / Ambient temperature

6: 94.4 percent / NEt₃ / CH₂Cl₂ / 0.17 h / Ambient temperature

7: NaI / acetone / 4 h / Heating

8: Li-hexamethyldisilazide / tetrahydrofuran / 5 h / 0 °C

With hydrogen; potassium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine; sodium iodide; lithium hexamethyldisilazane; rhodium(II) acetate; dmap; palladium on activated charcoal; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; dichloromethane; acetone; benzene;