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

Base Information

Chemical Name:1,1'-[[(pentane-1,5-diyl)dioxy]-bis[(2-amino-N-allyloxycarbonyl-5-methoxy-1,4-phenylene)carbonyl]]-bis[(2S,4R)-2-t-butyldimethylsilyloxymethyl-4-hydroxypyrrolidine]
CAS No.:260418-27-7
Molecular Formula:C₅₁H₈₀N₄O₁₄Si₂
Molecular Weight:1029.39
Hs Code.:

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

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

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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,4R)-2-t-butyldimethylsilyloxymethyl-4-hydroxypyrrolidine]

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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,4R)-2-t-butyldimethylsilyloxymethyl-4-hydroxypyrrolidine]

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,4R)-2-t-butyldimethylsilyloxymethyl-4-hydroxypyrrolidine] 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: 92.0%

: 2937-50-0
Allyl chloroformate

: 260418-26-6
1,1'-[[(pentane-1,5-diyl)dioxy]-bis[(2-amino-5-methoxy-1,4-phenylene)carbonyl]]-bis[(2S,4R)-2-t-butyldimethylsilyloxymethyl-4-hydroxypyrrolidine]

: 260418-27-7
1,1'-[[(pentane-1,5-diyl)dioxy]-bis[(2-amino-N-allyloxycarbonyl-5-methoxy-1,4-phenylene)carbonyl]]-bis[(2S,4R)-2-t-butyldimethylsilyloxymethyl-4-hydroxypyrrolidine]

Guidance literature:: With pyridine; In dichloromethane; at 20 ℃; for 3.5h;
DOI:10.1021/jm030897l

Reference yield:

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

: 260418-27-7
1,1'-[[(pentane-1,5-diyl)dioxy]-bis[(2-amino-N-allyloxycarbonyl-5-methoxy-1,4-phenylene)carbonyl]]-bis[(2S,4R)-2-t-butyldimethylsilyloxymethyl-4-hydroxypyrrolidine]

Guidance literature:: Multi-step reaction with 7 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

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

Reference yield:

: 111-29-5
1 ,5-pentanediol

: 260418-27-7
1,1'-[[(pentane-1,5-diyl)dioxy]-bis[(2-amino-N-allyloxycarbonyl-5-methoxy-1,4-phenylene)carbonyl]]-bis[(2S,4R)-2-t-butyldimethylsilyloxymethyl-4-hydroxypyrrolidine]

Guidance literature:: Multi-step reaction with 7 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

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