(R)-2-({[(R)-1-Benzyloxycarbonyl-2-(tert-butoxycarbonylamino-methyl)-pyrrolidine-2-carbonyl]-amino}-methyl)-pyrrolidine-1,2-dicarboxylic acid 1-benzyl ester 2-methyl ester

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Chemical Name:(R)-2-({[(R)-1-Benzyloxycarbonyl-2-(tert-butoxycarbonylamino-methyl)-pyrrolidine-2-carbonyl]-amino}-methyl)-pyrrolidine-1,2-dicarboxylic acid 1-benzyl ester 2-methyl ester
CAS No.:914389-54-1
Molecular Formula:C₃₄H₄₄N₄O₉
Molecular Weight:652.745
Hs Code.:

(R)-2-({[(R)-1-Benzyloxycarbonyl-2-(tert-butoxycarbonylamino-methyl)-pyrrolidine-2-carbonyl]-amino}-methyl)-pyrrolidine-1,2-dicarboxylic acid 1-benzyl ester 2-methyl ester

Synonyms:(R)-2-({[(R)-1-Benzyloxycarbonyl-2-(tert-butoxycarbonylamino-methyl)-pyrrolidine-2-carbonyl]-amino}-methyl)-pyrrolidine-1,2-dicarboxylic acid 1-benzyl ester 2-methyl ester

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Chemical Property of (R)-2-({[(R)-1-Benzyloxycarbonyl-2-(tert-butoxycarbonylamino-methyl)-pyrrolidine-2-carbonyl]-amino}-methyl)-pyrrolidine-1,2-dicarboxylic acid 1-benzyl ester 2-methyl ester

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Technology Process of (R)-2-({[(R)-1-Benzyloxycarbonyl-2-(tert-butoxycarbonylamino-methyl)-pyrrolidine-2-carbonyl]-amino}-methyl)-pyrrolidine-1,2-dicarboxylic acid 1-benzyl ester 2-methyl ester

There total 10 articles about (R)-2-({[(R)-1-Benzyloxycarbonyl-2-(tert-butoxycarbonylamino-methyl)-pyrrolidine-2-carbonyl]-amino}-methyl)-pyrrolidine-1,2-dicarboxylic acid 1-benzyl ester 2-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:

: 2-oxomethylene-pyrrolidine-1-carboxylic acid benzyl ester

: 914389-54-1
(R)-2-({[(R)-1-Benzyloxycarbonyl-2-(tert-butoxycarbonylamino-methyl)-pyrrolidine-2-carbonyl]-amino}-methyl)-pyrrolidine-1,2-dicarboxylic acid 1-benzyl ester 2-methyl ester

Guidance literature:: Multi-step reaction with 8 steps

1.1: BF₃*Et₂O / CH₂Cl₂ / 12 h / -40 - 20 °C

2.1: 98 percent / H₂ / Pd/C / ethyl acetate; methanol / 760 Torr

3.1: L-Boc-Phe-OH / ethyl acetate; hexane

3.2: aq. NaHCO₃ / CH₂Cl₂ / 0.17 h

4.1: 97 percent / NaHCO₃ / ethyl acetate; H₂O / 2 h / 20 °C

5.1: aq. CAN / acetonitrile / 0 °C

6.1: 0.652 g / DMAP / acetonitrile / 0 - 20 °C

7.1: 87 percent / aq. NaOH / tetrahydrofuran

8.1: 0.529 g / DCC; HOBt / tetrahydrofuran / 0 - 20 °C

With dmap; sodium hydroxide; ammonium cerium(IV) nitrate; N-tert-butoxycarbonyl-L-phenylalanine; boron trifluoride diethyl etherate; hydrogen; sodium hydrogencarbonate; benzotriazol-1-ol; dicyclohexyl-carbodiimide; palladium on activated charcoal; In tetrahydrofuran; methanol; hexane; dichloromethane; water; ethyl acetate; acetonitrile;
DOI:10.1021/jo061189l

Reference yield:

: 914389-32-5
(+/-)-5-benzyloxycarbonyl-2-(4-methoxyphenyl)-2,5-diazaspiro[3,4]octan-1-one

: 914389-54-1
(R)-2-({[(R)-1-Benzyloxycarbonyl-2-(tert-butoxycarbonylamino-methyl)-pyrrolidine-2-carbonyl]-amino}-methyl)-pyrrolidine-1,2-dicarboxylic acid 1-benzyl ester 2-methyl ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: 98 percent / H₂ / Pd/C / ethyl acetate; methanol / 760 Torr

2.1: L-Boc-Phe-OH / ethyl acetate; hexane

2.2: aq. NaHCO₃ / CH₂Cl₂ / 0.17 h

3.1: 97 percent / NaHCO₃ / ethyl acetate; H₂O / 2 h / 20 °C

4.1: aq. CAN / acetonitrile / 0 °C

5.1: 0.652 g / DMAP / acetonitrile / 0 - 20 °C

6.1: 87 percent / aq. NaOH / tetrahydrofuran

7.1: 0.529 g / DCC; HOBt / tetrahydrofuran / 0 - 20 °C

With dmap; sodium hydroxide; ammonium cerium(IV) nitrate; N-tert-butoxycarbonyl-L-phenylalanine; hydrogen; sodium hydrogencarbonate; benzotriazol-1-ol; dicyclohexyl-carbodiimide; palladium on activated charcoal; In tetrahydrofuran; methanol; hexane; water; ethyl acetate; acetonitrile;
DOI:10.1021/jo061189l

Reference yield:

: 61350-60-5,61350-62-7,89705-40-8,106709-50-6
(S)-benzyloxycarbonyl-proline acid chloride

: 914389-54-1
(R)-2-({[(R)-1-Benzyloxycarbonyl-2-(tert-butoxycarbonylamino-methyl)-pyrrolidine-2-carbonyl]-amino}-methyl)-pyrrolidine-1,2-dicarboxylic acid 1-benzyl ester 2-methyl ester

Guidance literature:: Multi-step reaction with 9 steps

1.1: Et₃N / CH₂Cl₂ / 0.75 h / -40 °C

2.1: BF₃*Et₂O / CH₂Cl₂ / 12 h / -40 - 20 °C

3.1: 98 percent / H₂ / Pd/C / ethyl acetate; methanol / 760 Torr

4.1: L-Boc-Phe-OH / ethyl acetate; hexane

4.2: aq. NaHCO₃ / CH₂Cl₂ / 0.17 h

5.1: 97 percent / NaHCO₃ / ethyl acetate; H₂O / 2 h / 20 °C

6.1: aq. CAN / acetonitrile / 0 °C

7.1: 0.652 g / DMAP / acetonitrile / 0 - 20 °C

8.1: 87 percent / aq. NaOH / tetrahydrofuran

9.1: 0.529 g / DCC; HOBt / tetrahydrofuran / 0 - 20 °C

With dmap; sodium hydroxide; ammonium cerium(IV) nitrate; N-tert-butoxycarbonyl-L-phenylalanine; boron trifluoride diethyl etherate; hydrogen; sodium hydrogencarbonate; benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; palladium on activated charcoal; In tetrahydrofuran; methanol; hexane; dichloromethane; water; ethyl acetate; acetonitrile;
DOI:10.1021/jo061189l