di-tert-butyl 5,5′-(5,8-dioxa-2,11-diazadodecane-1,12-dioyl)-bis(3-((tert-butyldiphenylsilyl)oxy)pyrrolidine-1-carboxylate)

Base Information

Chemical Name:di-tert-butyl 5,5′-(5,8-dioxa-2,11-diazadodecane-1,12-dioyl)-bis(3-((tert-butyldiphenylsilyl)oxy)pyrrolidine-1-carboxylate)
CAS No.:1431160-02-9
Molecular Formula:C₅₈H₈₂N₄O₁₀Si₂
Molecular Weight:1051.48
Hs Code.:

Synonyms:di-tert-butyl 5,5′-(5,8-dioxa-2,11-diazadodecane-1,12-dioyl)-bis(3-((tert-butyldiphenylsilyl)oxy)pyrrolidine-1-carboxylate)

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Chemical Property of di-tert-butyl 5,5′-(5,8-dioxa-2,11-diazadodecane-1,12-dioyl)-bis(3-((tert-butyldiphenylsilyl)oxy)pyrrolidine-1-carboxylate)

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Technology Process of di-tert-butyl 5,5′-(5,8-dioxa-2,11-diazadodecane-1,12-dioyl)-bis(3-((tert-butyldiphenylsilyl)oxy)pyrrolidine-1-carboxylate)

There total 4 articles about di-tert-butyl 5,5′-(5,8-dioxa-2,11-diazadodecane-1,12-dioyl)-bis(3-((tert-butyldiphenylsilyl)oxy)pyrrolidine-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: 29.0%

: 929-59-9,892154-56-2
3,6-dioxa-1,8-diaminooctane

: 1357471-22-7
trans-4-tert-butyldiphenylsiloxy-N-Boc-L-proline carboxylic acid

: 1431160-02-9
di-tert-butyl 5,5′-(5,8-dioxa-2,11-diazadodecane-1,12-dioyl)-bis(3-((tert-butyldiphenylsilyl)oxy)pyrrolidine-1-carboxylate)

Guidance literature:: trans-4-tert-butyldiphenylsiloxy-N-Boc-L-proline carboxylic acid; With benzotriazol-1-ol; In dichloromethane; at 0 ℃; for 0.0833333h;

With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; for 0.05h;

3,6-dioxa-1,8-diaminooctane; In dichloromethane; at 20 ℃; for 16h;
DOI:10.1039/c3ob27250h

Reference yield:

: 51-35-4,30724-02-8
4R-4-hydroxyproline

: 1431160-02-9
di-tert-butyl 5,5′-(5,8-dioxa-2,11-diazadodecane-1,12-dioyl)-bis(3-((tert-butyldiphenylsilyl)oxy)pyrrolidine-1-carboxylate)

Guidance literature:: Multi-step reaction with 3 steps

1.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 24 h / 0 - 20 °C

1.2: 1.5 h / 20 °C

2.1: sodium hydroxide / tetrahydrofuran; water / 16 h / 20 °C

3.1: benzotriazol-1-ol / dichloromethane / 0.08 h / 0 °C

3.2: 0.05 h

3.3: 16 h / 20 °C

With benzotriazol-1-ol; 1,8-diazabicyclo[5.4.0]undec-7-ene; sodium hydroxide; In tetrahydrofuran; dichloromethane; water; acetonitrile;
DOI:10.1039/c3ob27250h

Reference yield:

: 259212-61-8
(2S,4R)-4-((tert-butyldiphenylsilyl)oxy)pyrrolidine-2-carboxylic acid

: 1431160-02-9
di-tert-butyl 5,5′-(5,8-dioxa-2,11-diazadodecane-1,12-dioyl)-bis(3-((tert-butyldiphenylsilyl)oxy)pyrrolidine-1-carboxylate)

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium hydroxide / tetrahydrofuran; water / 16 h / 20 °C

2.1: benzotriazol-1-ol / dichloromethane / 0.08 h / 0 °C

2.2: 0.05 h

2.3: 16 h / 20 °C

With benzotriazol-1-ol; sodium hydroxide; In tetrahydrofuran; dichloromethane; water;
DOI:10.1039/c3ob27250h