1,1'-[[(pentane-1,5-diyl)dioxy]-bis[(2-amino-N-allyloxycarbonyl-5-methoxy-1,4-phenylene)carbonyl]]-bis[(2S)-2-t-butyldimethylsilyloxymethyl-4-oxo-pyrrolidine]

Base Information

Chemical Name:1,1'-[[(pentane-1,5-diyl)dioxy]-bis[(2-amino-N-allyloxycarbonyl-5-methoxy-1,4-phenylene)carbonyl]]-bis[(2S)-2-t-butyldimethylsilyloxymethyl-4-oxo-pyrrolidine]
CAS No.:260418-28-8
Molecular Formula:C₅₁H₇₆N₄O₁₄Si₂
Molecular Weight:1025.35
Hs Code.:

1,1'-[[(pentane-1,5-diyl)dioxy]-bis[(2-amino-N-allyloxycarbonyl-5-methoxy-1,4-phenylene)carbonyl]]-bis[(2S)-2-t-butyldimethylsilyloxymethyl-4-oxo-pyrrolidine]

Synonyms:1,1'-[[(pentane-1,5-diyl)dioxy]-bis[(2-amino-N-allyloxycarbonyl-5-methoxy-1,4-phenylene)carbonyl]]-bis[(2S)-2-t-butyldimethylsilyloxymethyl-4-oxo-pyrrolidine]

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Chemical Property of 1,1'-[[(pentane-1,5-diyl)dioxy]-bis[(2-amino-N-allyloxycarbonyl-5-methoxy-1,4-phenylene)carbonyl]]-bis[(2S)-2-t-butyldimethylsilyloxymethyl-4-oxo-pyrrolidine]

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Technology Process of 1,1'-[[(pentane-1,5-diyl)dioxy]-bis[(2-amino-N-allyloxycarbonyl-5-methoxy-1,4-phenylene)carbonyl]]-bis[(2S)-2-t-butyldimethylsilyloxymethyl-4-oxo-pyrrolidine]

There total 14 articles about 1,1'-[[(pentane-1,5-diyl)dioxy]-bis[(2-amino-N-allyloxycarbonyl-5-methoxy-1,4-phenylene)carbonyl]]-bis[(2S)-2-t-butyldimethylsilyloxymethyl-4-oxo-pyrrolidine] 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:

: 3943-74-6
4-hydroxy-3-methoxybenzoic acid methyl ester

: 260418-28-8
1,1'-[[(pentane-1,5-diyl)dioxy]-bis[(2-amino-N-allyloxycarbonyl-5-methoxy-1,4-phenylene)carbonyl]]-bis[(2S)-2-t-butyldimethylsilyloxymethyl-4-oxo-pyrrolidine]

Guidance literature:: Multi-step reaction with 8 steps

1.1: diethyl azodicarboxylate; Ph₃P / tetrahydrofuran / 1 h / 0 °C

1.2: tetrahydrofuran / 20 °C

2.1: Cu(NO₃)2*3H₂O; acetic anhydride / 0 - 20 °C

3.1: 100 percent / aq. NaOH / tetrahydrofuran / 72 h

4.1: oxalyl chloride; DMF / tetrahydrofuran

5.1: 5.29 g / Et₃N / tetrahydrofuran; H₂O / 3 h / 20 °C

6.1: 91 percent / hydrazine hydrate / Raney nickel / methanol / 1 h / Heating

7.1: 92 percent / pyridine / CH₂Cl₂ / 3.5 h / 20 °C

8.1: 75 percent / dimethyl sulphoxide; oxalyl chloride; Et₃N / CH₂Cl₂ / -55 °C

With pyridine; sodium hydroxide; oxalyl dichloride; acetic anhydride; copper(II) nitrate; hydrazine hydrate; dimethyl sulfoxide; triethylamine; N,N-dimethyl-formamide; triphenylphosphine; diethylazodicarboxylate; nickel; In tetrahydrofuran; methanol; dichloromethane; water; 1.1: Mitsunobu etherification / 8.1: Swern reaction;
DOI:10.1021/jm030897l

Reference yield:

: 111-29-5
1 ,5-pentanediol

: 260418-28-8
1,1'-[[(pentane-1,5-diyl)dioxy]-bis[(2-amino-N-allyloxycarbonyl-5-methoxy-1,4-phenylene)carbonyl]]-bis[(2S)-2-t-butyldimethylsilyloxymethyl-4-oxo-pyrrolidine]

Guidance literature:: Multi-step reaction with 8 steps

1.1: diethyl azodicarboxylate; Ph₃P / tetrahydrofuran / 1 h / 0 °C

1.2: tetrahydrofuran / 20 °C

2.1: Cu(NO₃)2*3H₂O; acetic anhydride / 0 - 20 °C

3.1: 100 percent / aq. NaOH / tetrahydrofuran / 72 h

4.1: oxalyl chloride; DMF / tetrahydrofuran

5.1: 5.29 g / Et₃N / tetrahydrofuran; H₂O / 3 h / 20 °C

6.1: 91 percent / hydrazine hydrate / Raney nickel / methanol / 1 h / Heating

7.1: 92 percent / pyridine / CH₂Cl₂ / 3.5 h / 20 °C

8.1: 75 percent / dimethyl sulphoxide; oxalyl chloride; Et₃N / CH₂Cl₂ / -55 °C

With pyridine; sodium hydroxide; oxalyl dichloride; acetic anhydride; copper(II) nitrate; hydrazine hydrate; dimethyl sulfoxide; triethylamine; N,N-dimethyl-formamide; triphenylphosphine; diethylazodicarboxylate; nickel; In tetrahydrofuran; methanol; dichloromethane; water; 1.1: Mitsunobu etherification / 8.1: Swern reaction;
DOI:10.1021/jm030897l

Reference yield:

: 64187-48-0
methyl (2S,4R)-1-benzyloxycarbonyl-4-hydroxypyrrolidine-2-carboxylate

: 260418-28-8
1,1'-[[(pentane-1,5-diyl)dioxy]-bis[(2-amino-N-allyloxycarbonyl-5-methoxy-1,4-phenylene)carbonyl]]-bis[(2S)-2-t-butyldimethylsilyloxymethyl-4-oxo-pyrrolidine]

Guidance literature:: Multi-step reaction with 7 steps

1: 96 percent / LiBH₄ / tetrahydrofuran / 0 - 20 °C

2: 78 percent / Et₃N; DBU / CH₂Cl₂ / 16 h / 20 °C

3: 99 percent / H₂ / Pd/C / ethanol / 7.5 h / 2585.74 Torr

4: 5.29 g / Et₃N / tetrahydrofuran; H₂O / 3 h / 20 °C

5: 91 percent / hydrazine hydrate / Raney nickel / methanol / 1 h / Heating

6: 92 percent / pyridine / CH₂Cl₂ / 3.5 h / 20 °C

7: 75 percent / dimethyl sulphoxide; oxalyl chloride; Et₃N / CH₂Cl₂ / -55 °C

With pyridine; lithium borohydride; oxalyl dichloride; hydrogen; hydrazine hydrate; dimethyl sulfoxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; palladium on activated charcoal; nickel; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; 7: Swern reaction;
DOI:10.1021/jm030897l