(2S,2'S)-2,2'-bis(tert-butyloxycarbonylamino)-3,3'-{[(5-benzyloxycarbonylamino)methyl]-1,3-phenylene}bis(propanoic acid)

Base Information

Chemical Name:(2S,2'S)-2,2'-bis(tert-butyloxycarbonylamino)-3,3'-{[(5-benzyloxycarbonylamino)methyl]-1,3-phenylene}bis(propanoic acid)
CAS No.:323202-11-5
Molecular Formula:C₃₁H₄₁N₃O₁₀
Molecular Weight:615.681
Hs Code.:

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

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

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

There total 8 articles about (2S,2'S)-2,2'-bis(tert-butyloxycarbonylamino)-3,3'-{[(5-benzyloxycarbonylamino)methyl]-1,3-phenylene}bis(propanoic acid) 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)

: 323202-11-5
(2S,2'S)-2,2'-bis(tert-butyloxycarbonylamino)-3,3'-{[(5-benzyloxycarbonylamino)methyl]-1,3-phenylene}bis(propanoic acid)

Guidance literature:: With lithium hydroxide; In tetrahydrofuran; water; at 0 ℃; 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

: 323202-11-5
(2S,2'S)-2,2'-bis(tert-butyloxycarbonylamino)-3,3'-{[(5-benzyloxycarbonylamino)methyl]-1,3-phenylene}bis(propanoic acid)

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 / LiOH*H₂O / H₂O; tetrahydrofuran / 2 h / 0 °C

With hydrogenchloride; lithium hydroxide; 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; water; 1.1: Hydrogenation / 1.2: Acylation / 2.1: Reduction / 3.1: Oxidation / 4.1: HWE olefination / 5.1: Hydrogenation / 6.1: Hydrolysis;
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

: 323202-11-5
(2S,2'S)-2,2'-bis(tert-butyloxycarbonylamino)-3,3'-{[(5-benzyloxycarbonylamino)methyl]-1,3-phenylene}bis(propanoic acid)

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 / LiOH*H₂O / H₂O; tetrahydrofuran / 2 h / 0 °C

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