(2S)-1,1'-[[(propane-1,3-diyl)dioxy]-bis[(2-amino-5-methoxy-1,4-phenylene)carbonyl]]-bis[2-(hydroxymethyl)-4-methylidenepyrrolidine]

Base Information

Chemical Name:(2S)-1,1'-[[(propane-1,3-diyl)dioxy]-bis[(2-amino-5-methoxy-1,4-phenylene)carbonyl]]-bis[2-(hydroxymethyl)-4-methylidenepyrrolidine]
CAS No.:232931-62-3
Molecular Formula:C₃₁H₄₀N₄O₈
Molecular Weight:596.681
Hs Code.:

Synonyms:(2S)-1,1'-[[(propane-1,3-diyl)dioxy]-bis[(2-amino-5-methoxy-1,4-phenylene)carbonyl]]-bis[2-(hydroxymethyl)-4-methylidenepyrrolidine]

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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 (2S)-1,1'-[[(propane-1,3-diyl)dioxy]-bis[(2-amino-5-methoxy-1,4-phenylene)carbonyl]]-bis[2-(hydroxymethyl)-4-methylidenepyrrolidine]

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of (2S)-1,1'-[[(propane-1,3-diyl)dioxy]-bis[(2-amino-5-methoxy-1,4-phenylene)carbonyl]]-bis[2-(hydroxymethyl)-4-methylidenepyrrolidine]

There total 12 articles about (2S)-1,1'-[[(propane-1,3-diyl)dioxy]-bis[(2-amino-5-methoxy-1,4-phenylene)carbonyl]]-bis[2-(hydroxymethyl)-4-methylidenepyrrolidine] 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: 61.0%

: 232931-61-2
[4-[3-[4-[(2S)-2-(hydroxymethyl)-4-methylene-pyrrolidine-1-carbonyl]-2-methoxy-5-nitrophenoxy]propoxy]-5-methoxy-2-nitro-phenyl]-[(2S)-2-(hydroxymethyl)-4-methylene-pyrrolidin-1-yl]methanone

: 232931-62-3
(2S)-1,1'-[[(propane-1,3-diyl)dioxy]-bis[(2-amino-5-methoxy-1,4-phenylene)carbonyl]]-bis[2-(hydroxymethyl)-4-methylidenepyrrolidine]

Guidance literature:: With tin(ll) chloride; In methanol; for 0.75h; Heating;
DOI:10.1021/jm001064n

Reference yield:

: 140658-45-3
1',3'-bis(4-carboxy-2-methoxy-5-nitrophenoxy)propane

: 232931-62-3
(2S)-1,1'-[[(propane-1,3-diyl)dioxy]-bis[(2-amino-5-methoxy-1,4-phenylene)carbonyl]]-bis[2-(hydroxymethyl)-4-methylidenepyrrolidine]

Guidance literature:: Multi-step reaction with 4 steps

1: oxalyl chloride; DMF / tetrahydrofuran / 16 h

2: Et₃N / tetrahydrofuran; H₂O / 2 h / 20 °C

3: 94 percent / TBAF / tetrahydrofuran / 0.5 h / 0 - 20 °C

4: 61 percent / SnCl₂*2H₂O / methanol / 0.75 h / Heating

With oxalyl dichloride; tetrabutyl ammonium fluoride; triethylamine; N,N-dimethyl-formamide; tin(ll) chloride; In tetrahydrofuran; methanol; water;
DOI:10.1021/jm001064n

Reference yield:

: 126407-76-9
(2S,4R)-N-(allyloxycarbonyl)-4-hydroxypyrrolidine-2-carboxylic acid

: 232931-62-3
(2S)-1,1'-[[(propane-1,3-diyl)dioxy]-bis[(2-amino-5-methoxy-1,4-phenylene)carbonyl]]-bis[2-(hydroxymethyl)-4-methylidenepyrrolidine]

Guidance literature:: Multi-step reaction with 9 steps

1: 43 percent / H₂SO₄ / 2 h / Heating

2: 99 percent / LiBH₄ / tetrahydrofuran / 2.5 h / 0 - 20 °C

3: 52 percent / Et₃N; DBU / CH₂Cl₂ / 16 h / 20 °C

4: 95 percent / oxalyl chloride; DMSO; Et₃N / CH₂Cl₂ / 1.5 h / -70 °C

5: 87 percent / tetrahydrofuran / 2 h / 0 °C

6: 77 percent / PdCl₂(PPh₃)2; Bu₃SnH / H₂O; CH₂Cl₂ / 16 h / 20 °C

7: Et₃N / tetrahydrofuran; H₂O / 2 h / 20 °C

8: 94 percent / TBAF / tetrahydrofuran / 0.5 h / 0 - 20 °C

9: 61 percent / SnCl₂*2H₂O / methanol / 0.75 h / Heating

With bis-triphenylphosphine-palladium(II) chloride; lithium borohydride; oxalyl dichloride; sulfuric acid; tetrabutyl ammonium fluoride; tri-n-butyl-tin hydride; dimethyl sulfoxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; tin(ll) chloride; In tetrahydrofuran; methanol; dichloromethane; water;
DOI:10.1021/jm001064n