(S)-(-)-tert-butyl 2-[(diphenylphosphino)methyl]-4,4-dimethylpyrrolidinecarboxylate

Base Information

Chemical Name:(S)-(-)-tert-butyl 2-[(diphenylphosphino)methyl]-4,4-dimethylpyrrolidinecarboxylate
CAS No.:212890-87-4
Molecular Formula:C₂₄H₃₂NO₂P
Molecular Weight:397.497
Hs Code.:

Synonyms:(S)-(-)-tert-butyl 2-[(diphenylphosphino)methyl]-4,4-dimethylpyrrolidinecarboxylate

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Chemical Property of (S)-(-)-tert-butyl 2-[(diphenylphosphino)methyl]-4,4-dimethylpyrrolidinecarboxylate

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Technology Process of (S)-(-)-tert-butyl 2-[(diphenylphosphino)methyl]-4,4-dimethylpyrrolidinecarboxylate

There total 7 articles about (S)-(-)-tert-butyl 2-[(diphenylphosphino)methyl]-4,4-dimethylpyrrolidinecarboxylate 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: 85.0%

: 1079-66-9,74391-44-9
chloro-diphenylphosphine

: 184699-47-6
(S)-(-)-tert-butyl 4,4-dimethyl-2-[((4-methylphenyl)sulfonyloxy)methyl]pyrrolidinecarboxylate

: 212890-87-4
(S)-(-)-tert-butyl 2-[(diphenylphosphino)methyl]-4,4-dimethylpyrrolidinecarboxylate

Guidance literature:: With sodium; In tetrahydrofuran; 1,4-dioxane; at 0 ℃; for 6.5h;
DOI:10.1016/S0040-4020(98)00485-2

Reference yield: 85.0%

: 4376-01-6
sodium diphenylphosphide

: 184699-47-6
(S)-(-)-tert-butyl 4,4-dimethyl-2-[((4-methylphenyl)sulfonyloxy)methyl]pyrrolidinecarboxylate

: 212890-87-4
(S)-(-)-tert-butyl 2-[(diphenylphosphino)methyl]-4,4-dimethylpyrrolidinecarboxylate

Guidance literature:: In tetrahydrofuran; 1,4-dioxane;
DOI:10.1016/0040-4039(96)01783-2

Reference yield:

: 156088-46-9
(5S)-3,3-dimethyl-5-hydroxymethylpyrrolidin-2-one

: 212890-87-4
(S)-(-)-tert-butyl 2-[(diphenylphosphino)methyl]-4,4-dimethylpyrrolidinecarboxylate

Guidance literature:: Multi-step reaction with 4 steps

1: 82 percent / LiAlH₄ / tetrahydrofuran / 8 h / Heating

2: 100 percent / Et₃N / CH₂Cl₂ / 2 h / 20 °C

3: 95 percent / CH₂Cl₂; pyridine / 16 h / -2 °C

4: 85 percent / sodium / dioxane; tetrahydrofuran / 6.5 h / 0 °C

With lithium aluminium tetrahydride; sodium; triethylamine; In tetrahydrofuran; 1,4-dioxane; pyridine; dichloromethane; 1: Reduction / 2: Carboxylation / 3: Tosylation / 4: Substitution;
DOI:10.1016/S0040-4020(98)00485-2