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

Base Information

Chemical Name:dimethyl 2,2'-bis(tert-butyloxycarbonylamino)-3,3'-[(5-benzyloxycarbonylmethyl)-1,3-phenylene]bis(propanoate)
CAS No.:221700-22-7
Molecular Formula:C₃₃H₄₄N₂O₁₀
Molecular Weight:628.72
Hs Code.:

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

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

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

There total 7 articles about dimethyl 2,2'-bis(tert-butyloxycarbonylamino)-3,3'-[(5-benzyloxycarbonylmethyl)-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:

: dimethyl 2,2'-bis(tert-butyloxycarbonylamino)-3,3'-[(5-benzyloxycarbonylmethyl)-1,3-phenylene]bis(propenoate)

: 221700-22-7
dimethyl 2,2'-bis(tert-butyloxycarbonylamino)-3,3'-[(5-benzyloxycarbonylmethyl)-1,3-phenylene]bis(propanoate)

Guidance literature:: With hydrogen; benzene; >>(1+)*OTf(1-); In methanol; for 6h; under 2068.59 Torr; Yield given; Ambient temperature;
DOI:10.1039/a809195a

Reference yield:

: 221700-19-2
3,5-diiodophenylacetic acid

: 221700-22-7
dimethyl 2,2'-bis(tert-butyloxycarbonylamino)-3,3'-[(5-benzyloxycarbonylmethyl)-1,3-phenylene]bis(propanoate)

Guidance literature:: Multi-step reaction with 3 steps

1: 58 percent / KHCO₃ / dimethylformamide / 2 h / 60 °C

2: 54 percent / NaHCO₃; Bu₄NCl / Pd(OAc)2 / dimethylformamide / 8 h / 80 °C

3: H₂ / Rh{[(S,S)-Et-DuPHOS](COD)}OTf / methanol / 6 h / 2068.59 Torr

With tetrabutyl-ammonium chloride; hydrogen; sodium hydrogencarbonate; potassium hydrogencarbonate; palladium diacetate; (+)-1,2-bis-((2S,5S)-2,5-diethylphospholano)benzene(cyclooctadiene)rhodium(I) trifluoromethanesulfonate; In methanol; N,N-dimethyl-formamide; 1: Esterification / 2: Substitution / 3: Hydrogenation;
DOI:10.1002/1099-0690(200011)2000:22<3771::AID-EJOC3771>3.0.CO;2-1

Reference yield:

: 221700-18-1
ethyl 3,5-diiodophenylacetate

: 221700-22-7
dimethyl 2,2'-bis(tert-butyloxycarbonylamino)-3,3'-[(5-benzyloxycarbonylmethyl)-1,3-phenylene]bis(propanoate)

Guidance literature:: Multi-step reaction with 4 steps

1: 95 percent / NaOH / H₂O / 3 h / Heating

2: 58 percent / KHCO₃ / dimethylformamide / 2 h / 60 °C

3: 54 percent / NaHCO₃; Bu₄NCl / Pd(OAc)2 / dimethylformamide / 8 h / 80 °C

4: H₂ / Rh{[(S,S)-Et-DuPHOS](COD)}OTf / methanol / 6 h / 2068.59 Torr

With sodium hydroxide; tetrabutyl-ammonium chloride; hydrogen; sodium hydrogencarbonate; potassium hydrogencarbonate; palladium diacetate; (+)-1,2-bis-((2S,5S)-2,5-diethylphospholano)benzene(cyclooctadiene)rhodium(I) trifluoromethanesulfonate; In methanol; water; N,N-dimethyl-formamide; 1: Hydrolysis / 2: Esterification / 3: Substitution / 4: Hydrogenation;
DOI:10.1002/1099-0690(200011)2000:22<3771::AID-EJOC3771>3.0.CO;2-1