methyl (2S)-2-[2-((2S)-{[(benzyloxy)carbonyl]amino}-3-methylbutanamido)-3-methylpropanamido]-4-methylpentanoate

Base Information

Chemical Name:methyl (2S)-2-[2-((2S)-{[(benzyloxy)carbonyl]amino}-3-methylbutanamido)-3-methylpropanamido]-4-methylpentanoate
CAS No.:259217-27-1
Molecular Formula:C₂₄H₃₇N₃O₆
Molecular Weight:463.574
Hs Code.:

Synonyms:methyl (2S)-2-[2-((2S)-{[(benzyloxy)carbonyl]amino}-3-methylbutanamido)-3-methylpropanamido]-4-methylpentanoate

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Chemical Property of methyl (2S)-2-[2-((2S)-{[(benzyloxy)carbonyl]amino}-3-methylbutanamido)-3-methylpropanamido]-4-methylpentanoate

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Technology Process of methyl (2S)-2-[2-((2S)-{[(benzyloxy)carbonyl]amino}-3-methylbutanamido)-3-methylpropanamido]-4-methylpentanoate

There total 3 articles about methyl (2S)-2-[2-((2S)-{[(benzyloxy)carbonyl]amino}-3-methylbutanamido)-3-methylpropanamido]-4-methylpentanoate 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: 82.0%

: 66449-58-9
Z-Val-Aib

: 7517-19-3
methyl (L)-leucinate hydrochloride

: 259217-27-1
methyl (2S)-2-[2-((2S)-{[(benzyloxy)carbonyl]amino}-3-methylbutanamido)-3-methylpropanamido]-4-methylpentanoate

Guidance literature:: With benzotriazol-1-ol; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; In acetonitrile; at 20 ℃; for 17h;
DOI:10.1002/(SICI)1522-2675(19991110)82:11<1899::AID-HLCA1899>3.0.CO;2-M

Reference yield:

: 1149-26-4
(S)-N-(benzyloxycarbonyl)valine

: 259217-27-1
methyl (2S)-2-[2-((2S)-{[(benzyloxy)carbonyl]amino}-3-methylbutanamido)-3-methylpropanamido]-4-methylpentanoate

Guidance literature:: Multi-step reaction with 3 steps

1: 94 percent / CH₂Cl₂ / 20 °C

2: HCl; H₂O / tetrahydrofuran / 20 °C

3: 82 percent / EtN(iPr)2; TBTU; HOBt / acetonitrile / 17 h / 20 °C

With hydrogenchloride; water; benzotriazol-1-ol; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; acetonitrile; 1: Condensation / 2: Hydrolysis / 3: Condensation;
DOI:10.1002/(SICI)1522-2675(19991110)82:11<1899::AID-HLCA1899>3.0.CO;2-M

Reference yield:

: 259217-26-0
benzyl N-{(1S)-2-methyl-1-[({1,1-dimethyl-2-[methyl(phenyl)amino]-2-oxoethyl}amino)carbonyl]propyl}carbamate

: 259217-27-1
methyl (2S)-2-[2-((2S)-{[(benzyloxy)carbonyl]amino}-3-methylbutanamido)-3-methylpropanamido]-4-methylpentanoate

Guidance literature:: Multi-step reaction with 2 steps

1: HCl; H₂O / tetrahydrofuran / 20 °C

2: 82 percent / EtN(iPr)2; TBTU; HOBt / acetonitrile / 17 h / 20 °C

With hydrogenchloride; water; benzotriazol-1-ol; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; acetonitrile; 1: Hydrolysis / 2: Condensation;
DOI:10.1002/(SICI)1522-2675(19991110)82:11<1899::AID-HLCA1899>3.0.CO;2-M