dimethyl (2S,2'S)-2,2'-bis(tert-butyloxycarbonylamino)-3,3'-[(5-aminomethyl)-1,3-phenylene]bis(propanoate)

Base Information

Chemical Name:dimethyl (2S,2'S)-2,2'-bis(tert-butyloxycarbonylamino)-3,3'-[(5-aminomethyl)-1,3-phenylene]bis(propanoate)
CAS No.:323202-12-6
Molecular Formula:C₂₅H₃₉N₃O₈
Molecular Weight:509.6
Hs Code.:

Synonyms:dimethyl (2S,2'S)-2,2'-bis(tert-butyloxycarbonylamino)-3,3'-[(5-aminomethyl)-1,3-phenylene]bis(propanoate)

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Chemical Property of dimethyl (2S,2'S)-2,2'-bis(tert-butyloxycarbonylamino)-3,3'-[(5-aminomethyl)-1,3-phenylene]bis(propanoate)

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Technology Process of dimethyl (2S,2'S)-2,2'-bis(tert-butyloxycarbonylamino)-3,3'-[(5-aminomethyl)-1,3-phenylene]bis(propanoate)

There total 7 articles about dimethyl (2S,2'S)-2,2'-bis(tert-butyloxycarbonylamino)-3,3'-[(5-aminomethyl)-1,3-phenylene]bis(propanoate) 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%

: 323202-09-1
dimethyl 2,2'-bis(tert-butyloxycarbonylamino)-3,3'-{[(5-benzyloxycarbonylamino)methyl]-1,3-phenylene}bis(propanoate)

: 323202-12-6
dimethyl (2S,2'S)-2,2'-bis(tert-butyloxycarbonylamino)-3,3'-[(5-aminomethyl)-1,3-phenylene]bis(propanoate)

Guidance literature:: With hydrogen; palladium on activated charcoal; In ethanol; acetic acid; for 2h;
DOI:10.1002/1099-0690(200011)2000:22<3771::AID-EJOC3771>3.0.CO;2-1

Reference yield:

: 23341-13-1
5-cyano-1,3-benzenedicarboxylic acid

: 323202-12-6
dimethyl (2S,2'S)-2,2'-bis(tert-butyloxycarbonylamino)-3,3'-[(5-aminomethyl)-1,3-phenylene]bis(propanoate)

Guidance literature:: Multi-step reaction with 6 steps

1.1: H₂; HCl / Pd/C / ethanol / 24 h

1.2: 73 percent / NaOH / H₂O / 3 h / 20 °C

2.1: 72 percent / BH₃*THF / tetrahydrofuran / 6 h / 0 - 20 °C

3.1: 74 percent / PCC; Celite / CH₂Cl₂ / 3 h / 20 °C

4.1: 87 percent / N,N,N',N'-tetramethylguanidine / tetrahydrofuran / 20 °C

5.1: 99 percent / H₂ / Rh{[(S,S)-Et-DuPHOS](COD)}OTf / methanol / 15 h / 2068.59 Torr

6.1: 100 percent / H₂ / Pd/C / ethanol; acetic acid / 2 h

With hydrogenchloride; borane-THF; Celite; hydrogen; pyridinium chlorochromate; N,N,N',N'-tetramethylguanidine; palladium on activated charcoal; (+)-1,2-bis-((2S,5S)-2,5-diethylphospholano)benzene(cyclooctadiene)rhodium(I) trifluoromethanesulfonate; In tetrahydrofuran; methanol; ethanol; dichloromethane; acetic acid; 1.1: Hydrogenation / 1.2: Acylation / 2.1: Reduction / 3.1: Oxidation / 4.1: HWE olefination / 5.1: Hydrogenation / 6.1: Hydrogenation;
DOI:10.1002/1099-0690(200011)2000:22<3771::AID-EJOC3771>3.0.CO;2-1

Reference yield:

: 121056-95-9,89524-98-1
trimethyl 2-(tert-butoxycarbonylamino)phosphonoacetate

: 323202-12-6
dimethyl (2S,2'S)-2,2'-bis(tert-butyloxycarbonylamino)-3,3'-[(5-aminomethyl)-1,3-phenylene]bis(propanoate)

Guidance literature:: Multi-step reaction with 3 steps

1: 87 percent / N,N,N',N'-tetramethylguanidine / tetrahydrofuran / 20 °C

2: 99 percent / H₂ / Rh{[(S,S)-Et-DuPHOS](COD)}OTf / methanol / 15 h / 2068.59 Torr

3: 100 percent / H₂ / Pd/C / ethanol; acetic acid / 2 h

With hydrogen; N,N,N',N'-tetramethylguanidine; palladium on activated charcoal; (+)-1,2-bis-((2S,5S)-2,5-diethylphospholano)benzene(cyclooctadiene)rhodium(I) trifluoromethanesulfonate; In tetrahydrofuran; methanol; ethanol; acetic acid; 1: HWE olefination / 2: Hydrogenation / 3: Hydrogenation;
DOI:10.1002/1099-0690(200011)2000:22<3771::AID-EJOC3771>3.0.CO;2-1