1,2-Pyrrolidinedicarboxylic acid, 2-[[[(1,1-dimethylethyl)diphenylsilyl]oxy]methyl]-5-(2-propenyl)-, 1-(1,1-dimethylethyl) 2-methyl ester, (2R,5R)-

Base Information

Chemical Name:1,2-Pyrrolidinedicarboxylic acid, 2-[[[(1,1-dimethylethyl)diphenylsilyl]oxy]methyl]-5-(2-propenyl)-, 1-(1,1-dimethylethyl) 2-methyl ester, (2R,5R)-
CAS No.:881168-36-1
Molecular Formula:C₃₁H₄₃NO₅Si
Molecular Weight:537.772
Hs Code.:

1,2-Pyrrolidinedicarboxylic acid,
2-[[[(1,1-dimethylethyl)diphenylsilyl]oxy]methyl]-5-(2-propenyl)-,
1-(1,1-dimethylethyl) 2-methyl ester, (2R,5R)-

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 1,2-Pyrrolidinedicarboxylic acid, 2-[[[(1,1-dimethylethyl)diphenylsilyl]oxy]methyl]-5-(2-propenyl)-, 1-(1,1-dimethylethyl) 2-methyl ester, (2R,5R)-

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Technology Process of 1,2-Pyrrolidinedicarboxylic acid, 2-[[[(1,1-dimethylethyl)diphenylsilyl]oxy]methyl]-5-(2-propenyl)-, 1-(1,1-dimethylethyl) 2-methyl ester, (2R,5R)-

There total 7 articles about 1,2-Pyrrolidinedicarboxylic acid, 2-[[[(1,1-dimethylethyl)diphenylsilyl]oxy]methyl]-5-(2-propenyl)-, 1-(1,1-dimethylethyl) 2-methyl ester, (2R,5R)- 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: 36.0%

: 5-acetoxy-2-(tert-butyl-diphenyl-silanyloxymethyl)-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester

: 762-72-1
allyl-trimethyl-silane

: 881168-37-2
(2R,5S)-1-tert-butyl 2-methyl 5-allyl-2-tert-butyldiphenylsilyloxymethylpyrrolidine-1,2-dicarboxylate

: 881168-36-1
(2R,5R)-1-tert-butyl 2-methyl 5-allyl-2-tert-butyldiphenylsilyloxymethylpyrrolidine-1,2-dicarboxylate

: (3R,4aR,7R)-methyl hexahydro-7-tert-butyldiphenylsilyloxymethyl-3-(trimethylsilylmethyl)-1-oxo-1H-pyrrolo[1,2-c][1,3]oxazine-7-carboxylate

Guidance literature:: With boron trifluoride diethyl etherate; In dichloromethane; at -78 ℃; for 0.166667h;
DOI:10.3987/COM-05-S(K)61

Reference yield:

: 5-acetoxy-2-(tert-butyl-diphenyl-silanyloxymethyl)-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester

: 1730-25-2
allylmagnesium bromide

: 881168-37-2
(2R,5S)-1-tert-butyl 2-methyl 5-allyl-2-tert-butyldiphenylsilyloxymethylpyrrolidine-1,2-dicarboxylate

: 881168-36-1
(2R,5R)-1-tert-butyl 2-methyl 5-allyl-2-tert-butyldiphenylsilyloxymethylpyrrolidine-1,2-dicarboxylate

Guidance literature:: allylmagnesium bromide; With dimethylsulfide; copper(I) bromide; In tetrahydrofuran; diethyl ether; at -40 ℃; for 0.75h;

With boron trifluoride diethyl etherate; In tetrahydrofuran; diethyl ether; at -78 ℃; for 0.25h;

5-acetoxy-2-(tert-butyl-diphenyl-silanyloxymethyl)-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester; In tetrahydrofuran; diethyl ether; at -78 - 0 ℃; for 3h;
DOI:10.3987/COM-05-S(K)61

Reference yield:

: 866331-50-2
(R)-2-Hydroxymethyl-5-oxo-pyrrolidine-2-carboxylic acid methyl ester

: 881168-36-1
(2R,5R)-1-tert-butyl 2-methyl 5-allyl-2-tert-butyldiphenylsilyloxymethylpyrrolidine-1,2-dicarboxylate

Guidance literature:: Multi-step reaction with 5 steps

1: Et₃N; DMAP / CH₂Cl₂ / 19 h / 20 °C

2: 218 mg / DMAP; Et₃N / tetrahydrofuran / 18 h / 20 °C

3: LiBEt₃H / tetrahydrofuran / 0.17 h / -78 °C

4: DMAP / CH₂Cl₂ / 18 h / 20 °C

5: 36 percent / BF₃*OEt₂ / CH₂Cl₂ / 0.17 h / -78 °C

With dmap; boron trifluoride diethyl etherate; lithium triethylborohydride; triethylamine; In tetrahydrofuran; dichloromethane;
DOI:10.3987/COM-05-S(K)61