L-Leucinamide, O-[(1,1-dimethylethyl)dimethylsilyl]-N-[(phenylmethoxy)carbonyl]-L-threon yl-2-[(3S)-3-[[(1,1-dimethylethoxy)carbonyl]amino]-5-methyl-2-oxohexyl]- b-alanyl-

Base Information

Chemical Name:L-Leucinamide, O-[(1,1-dimethylethyl)dimethylsilyl]-N-[(phenylmethoxy)carbonyl]-L-threon yl-2-[(3S)-3-[[(1,1-dimethylethoxy)carbonyl]amino]-5-methyl-2-oxohexyl]- b-alanyl-
CAS No.:628318-89-8
Molecular Formula:C39H67N5O9Si
Molecular Weight:778.06300
Hs Code.:

L-Leucinamide,
O-[(1,1-dimethylethyl)dimethylsilyl]-N-[(phenylmethoxy)carbonyl]-L-threon
yl-2-[(3S)-3-[[(1,1-dimethylethoxy)carbonyl]amino]-5-methyl-2-oxohexyl]-
b-alanyl-

Synonyms:[(S)-5-[(2S,3R)-2-Benzyloxycarbonylamino-3-(tert-butyl-dimethyl-silanyloxy)-butyrylamino]-4-((S)-1-carbamoyl-3-methyl-butylcarbamoyl)-1-isobutyl-2-oxo-pentyl]-carbamic acid tert-butyl ester;

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of L-Leucinamide, O-[(1,1-dimethylethyl)dimethylsilyl]-N-[(phenylmethoxy)carbonyl]-L-threon yl-2-[(3S)-3-[[(1,1-dimethylethoxy)carbonyl]amino]-5-methyl-2-oxohexyl]- b-alanyl-

Chemical Property:

PSA：204.25000
LogP:7.60280

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Technology Process of L-Leucinamide, O-[(1,1-dimethylethyl)dimethylsilyl]-N-[(phenylmethoxy)carbonyl]-L-threon yl-2-[(3S)-3-[[(1,1-dimethylethoxy)carbonyl]amino]-5-methyl-2-oxohexyl]- b-alanyl-

There total 7 articles about L-Leucinamide, O-[(1,1-dimethylethyl)dimethylsilyl]-N-[(phenylmethoxy)carbonyl]-L-threon yl-2-[(3S)-3-[[(1,1-dimethylethoxy)carbonyl]amino]-5-methyl-2-oxohexyl]- b-alanyl- 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: 96.0%

: 628318-88-7
N-[(2SR,4RS,5S)-2-[N-benzyloxycarbonylamino-O-(tert-butyldimethylsiloxy)-L-threonylaminomethyl]-5-[N-(tert-butoxycarbonyl)amino]-4-hydroxy-7-methyloctanoyl]-L-leucinamide

: 628318-89-8
N-[(2SR,5S)-2-[N-benzyloxycarbonylamino-O-(tert-butyldimethylsiloxy)-L-threonylaminomethyl]-5-[N-(tert-butoxycarbonyl)amino]-4-oxo-7-methyloctanoyl]-L-leucinamide

Guidance literature:: With sulfur trioxide pyridine complex; triethylamine; In dimethyl sulfoxide; for 48h;
DOI:10.1021/jo034837z

Reference yield:

: 52716-49-1
N-((3S)-1-bromo-2-oxo-5-methyl-3-hexyl)-t-butoxycarboxamide

: 628318-89-8
N-[(2SR,5S)-2-[N-benzyloxycarbonylamino-O-(tert-butyldimethylsiloxy)-L-threonylaminomethyl]-5-[N-(tert-butoxycarbonyl)amino]-4-oxo-7-methyloctanoyl]-L-leucinamide

Guidance literature:: Multi-step reaction with 6 steps

1.1: NaH / tetrahydrofuran / 0.25 h / 0 °C

1.2: 70 percent / tetrahydrofuran / 1.5 h

2.1: NaBH₄ / methanol; 2-methoxy-ethanol / 0.33 h

2.2: 51 percent / DMAP / CH₂Cl₂ / 24 h

3.1: 89 percent / Sn(OAc)2; (i-Pr)2NEt / dimethylformamide / 17 h / 80 °C

4.1: H₂; AcOH / PtO₂ / 5 h / 20 °C

5.1: 59 percent / 1-hydroxybenzotriazole; 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide / dimethylformamide / 3 h

6.1: 96 percent / sulfur trioxide pyridine complex; triethylamine / dimethylsulfoxide / 48 h

With sodium tetrahydroborate; hydrogen; tin(II) acetate; sulfur trioxide pyridine complex; sodium hydride; benzotriazol-1-ol; acetic acid; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; N-ethyl-N,N-diisopropylamine; platinum(IV) oxide; In tetrahydrofuran; methanol; 2-methoxy-ethanol; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1021/jo034837z

Reference yield:

: 630046-94-5
methyl (2SR,5S)-5-[N-(tert-butoxycarbonyl)amino]-2-cyano-7-methyl-4-oxooctanoate

: 628318-89-8
N-[(2SR,5S)-2-[N-benzyloxycarbonylamino-O-(tert-butyldimethylsiloxy)-L-threonylaminomethyl]-5-[N-(tert-butoxycarbonyl)amino]-4-oxo-7-methyloctanoyl]-L-leucinamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: NaBH₄ / methanol; 2-methoxy-ethanol / 0.33 h

1.2: 51 percent / DMAP / CH₂Cl₂ / 24 h

2.1: 89 percent / Sn(OAc)2; (i-Pr)2NEt / dimethylformamide / 17 h / 80 °C

3.1: H₂; AcOH / PtO₂ / 5 h / 20 °C

4.1: 59 percent / 1-hydroxybenzotriazole; 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide / dimethylformamide / 3 h

5.1: 96 percent / sulfur trioxide pyridine complex; triethylamine / dimethylsulfoxide / 48 h

With sodium tetrahydroborate; hydrogen; tin(II) acetate; sulfur trioxide pyridine complex; benzotriazol-1-ol; acetic acid; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; N-ethyl-N,N-diisopropylamine; platinum(IV) oxide; In methanol; 2-methoxy-ethanol; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1021/jo034837z