(2R,5R)-5-Allyl-2-[(R)-((R)-3-tert-butoxycarbonyl-2,2-dimethyl-oxazolidin-4-yl)-hydroxy-methyl]-pyrrolidine-1,2-dicarboxylic acid 2-benzyl ester 1-methyl ester

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Chemical Name:(2R,5R)-5-Allyl-2-[(R)-((R)-3-tert-butoxycarbonyl-2,2-dimethyl-oxazolidin-4-yl)-hydroxy-methyl]-pyrrolidine-1,2-dicarboxylic acid 2-benzyl ester 1-methyl ester
CAS No.:372187-43-4
Molecular Formula:C₂₈H₄₀N₂O₈
Molecular Weight:532.634
Hs Code.:

(2R,5R)-5-Allyl-2-[(R)-((R)-3-tert-butoxycarbonyl-2,2-dimethyl-oxazolidin-4-yl)-hydroxy-methyl]-pyrrolidine-1,2-dicarboxylic acid 2-benzyl ester 1-methyl ester

Synonyms:(2R,5R)-5-Allyl-2-[(R)-((R)-3-tert-butoxycarbonyl-2,2-dimethyl-oxazolidin-4-yl)-hydroxy-methyl]-pyrrolidine-1,2-dicarboxylic acid 2-benzyl ester 1-methyl ester

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Chemical Property of (2R,5R)-5-Allyl-2-[(R)-((R)-3-tert-butoxycarbonyl-2,2-dimethyl-oxazolidin-4-yl)-hydroxy-methyl]-pyrrolidine-1,2-dicarboxylic acid 2-benzyl ester 1-methyl ester

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Technology Process of (2R,5R)-5-Allyl-2-[(R)-((R)-3-tert-butoxycarbonyl-2,2-dimethyl-oxazolidin-4-yl)-hydroxy-methyl]-pyrrolidine-1,2-dicarboxylic acid 2-benzyl ester 1-methyl ester

There total 6 articles about (2R,5R)-5-Allyl-2-[(R)-((R)-3-tert-butoxycarbonyl-2,2-dimethyl-oxazolidin-4-yl)-hydroxy-methyl]-pyrrolidine-1,2-dicarboxylic acid 2-benzyl ester 1-methyl ester 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: 86.0%

: 95715-87-0
(R)-3-tert-butoxycarbonyl-4-formyl-2,2-dimethyloxazolidine

: 372187-41-2
(2S,5R)-1-methoxycarbonyl-2-benzoxycarbonyl-5-(2-propenyl)-pyrrolidine

: 372187-43-4
(2R,5R)-5-Allyl-2-[(R)-((R)-3-tert-butoxycarbonyl-2,2-dimethyl-oxazolidin-4-yl)-hydroxy-methyl]-pyrrolidine-1,2-dicarboxylic acid 2-benzyl ester 1-methyl ester

Guidance literature:: (2S,5R)-1-methoxycarbonyl-2-benzoxycarbonyl-5-(2-propenyl)-pyrrolidine; With lithium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 1h;

(R)-3-tert-butoxycarbonyl-4-formyl-2,2-dimethyloxazolidine; In tetrahydrofuran; at -78 ℃; for 1h; Further stages.;
DOI:10.1021/ja016403w

Reference yield:

: 94885-52-6
benzyl (L)-pyroglutamate

: 372187-43-4
(2R,5R)-5-Allyl-2-[(R)-((R)-3-tert-butoxycarbonyl-2,2-dimethyl-oxazolidin-4-yl)-hydroxy-methyl]-pyrrolidine-1,2-dicarboxylic acid 2-benzyl ester 1-methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: Et₃N; DMAP

2.1: DIBAL-H / tetrahydrofuran / -78 °C

2.2: 95 percent / TsOH / tetrahydrofuran / 20 °C

3.1: 77 percent / TiCl₄ / CH₂Cl₂ / 0.33 h / -78 °C

4.1: LiHMDS / tetrahydrofuran / 1 h / -78 °C

4.2: 86 percent / tetrahydrofuran / 1 h / -78 °C

With dmap; titanium tetrachloride; diisobutylaluminium hydride; triethylamine; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ja016403w

Reference yield:

: 146356-00-5
N-methoxycarbonyl (S)-pyroglutamic acid benzylester

: 372187-43-4
(2R,5R)-5-Allyl-2-[(R)-((R)-3-tert-butoxycarbonyl-2,2-dimethyl-oxazolidin-4-yl)-hydroxy-methyl]-pyrrolidine-1,2-dicarboxylic acid 2-benzyl ester 1-methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: DIBAL-H / tetrahydrofuran / -78 °C

1.2: 95 percent / TsOH / tetrahydrofuran / 20 °C

2.1: 77 percent / TiCl₄ / CH₂Cl₂ / 0.33 h / -78 °C

3.1: LiHMDS / tetrahydrofuran / 1 h / -78 °C

3.2: 86 percent / tetrahydrofuran / 1 h / -78 °C

With titanium tetrachloride; diisobutylaluminium hydride; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ja016403w