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

Base Information

Chemical Name:dimethyl 2,2'-bis(tert-butyloxycarbonylamino)-3,3'-{[(5-benzyloxycarbonylamino)methyl]-1,3-phenylene}bis(propanoate)
CAS No.:323202-09-1
Molecular Formula:C₃₃H₄₅N₃O₁₀
Molecular Weight:643.734
Hs Code.:

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

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Chemical Property of dimethyl 2,2'-bis(tert-butyloxycarbonylamino)-3,3'-{[(5-benzyloxycarbonylamino)methyl]-1,3-phenylene}bis(propanoate)

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Technology Process of dimethyl 2,2'-bis(tert-butyloxycarbonylamino)-3,3'-{[(5-benzyloxycarbonylamino)methyl]-1,3-phenylene}bis(propanoate)

There total 7 articles about dimethyl 2,2'-bis(tert-butyloxycarbonylamino)-3,3'-{[(5-benzyloxycarbonylamino)methyl]-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: 99.0%

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

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

Guidance literature:: With hydrogen; (+)-1,2-bis-((2S,5S)-2,5-diethylphospholano)benzene(cyclooctadiene)rhodium(I) trifluoromethanesulfonate; In methanol; for 15h; under 2068.59 Torr;
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

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

Guidance literature:: Multi-step reaction with 5 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

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; 1.1: Hydrogenation / 1.2: Acylation / 2.1: Reduction / 3.1: Oxidation / 4.1: HWE olefination / 5.1: 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

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

Guidance literature:: Multi-step reaction with 2 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

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