3,4-Pyrrolidinediol,2-[(cyclopentylamino)methyl]-,(2R,3R,4S)-(9CI)

Base Information

• Chemical Name: 3,4-Pyrrolidinediol,2-[(cyclopentylamino)methyl]-,(2R,3R,4S)-(9CI)
• CAS No.: 388076-91-3
• Molecular Formula: C₁₀H₂₀N₂O₂
• Molecular Weight: 200.281
• Mol file: 388076-91-3.mol

Synonyms:3,4-Pyrrolidinediol,2-[(cyclopentylamino)methyl]-,(2R,3R,4S)-(9CI)

Chemical Property of 3,4-Pyrrolidinediol,2-[(cyclopentylamino)methyl]-,(2R,3R,4S)-(9CI)

Chemical Property:

• PSA: 0.00000
• LogP: 0.00000

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3,4-Pyrrolidinediol,2-[(cyclopentylamino)methyl]-,(2R,3R,4S)-(9CI)

There total 4 articles about 3,4-Pyrrolidinediol,2-[(cyclopentylamino)methyl]-,(2R,3R,4S)-(9CI) 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: 100.0%

tert-butyl (3aR,4R,6aS)-4-[(cyclopentylamino)methyl]tetrahydro-2,2-dimethyl-5H-[1,3]dioxolo[4,5-c]pyrrole-5-carboxylate → (2R,3R,4S)-2-[(cyclopentylamino)methyl]pyrrolidine-3,4-diol (388076-91-3)

Guidance literature:

In water; trifluoroacetic acid; at 20 ℃; for 1h;

DOI:10.1002/hlca.200390153

Reference yield:

(3aR,4S,6aS)-tert-butyl 4-formyl-2,2-dimethyldihydro-3aH-[1,3]dioxolo[4,5-c]pyrrole-5(4H)-carboxylate (117781-13-2) → (2R,3R,4S)-2-[(cyclopentylamino)methyl]pyrrolidine-3,4-diol (388076-91-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 47 percent / NaBH(OAc)3 / 1,2-dichloro-ethane / 20 °C

2: 100 percent / trifluoroacetic acid; H₂O / 1 h / 20 °C

With sodium tris(acetoxy)borohydride; In water; 1,2-dichloro-ethane; trifluoroacetic acid;

DOI:10.1002/hlca.200390153

Reference yield:

Cyclopentamine (1003-03-8) → (2R,3R,4S)-2-[(cyclopentylamino)methyl]pyrrolidine-3,4-diol (388076-91-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 1,2-dichloro-ethane / 20 °C

1.2: NaBH(OAc)3 / 1,2-dichloro-ethane

2.1: aq. CF₃COOH / 20 °C

With trifluoroacetic acid; In 1,2-dichloro-ethane;

DOI:10.1016/S0960-894X(01)00477-2

upstream raw materials:

Cyclopentamine

(3aR,4S,6aS)-tert-butyl 4-formyl-2,2-dimethyldihydro-3aH-[1,3]dioxolo[4,5-c]pyrrole-5(4H)-carboxylate