(2S,9S,12S,19S)-2,6-cyclo-12,16-cyclo-6,10,16-triaza-19-(benzyloxycarbonylamino)-20-methyl-11-oxo-9-(2'-propyl)heneicosanoic acid methyl ester

Base Information

Chemical Name:(2S,9S,12S,19S)-2,6-cyclo-12,16-cyclo-6,10,16-triaza-19-(benzyloxycarbonylamino)-20-methyl-11-oxo-9-(2'-propyl)heneicosanoic acid methyl ester
CAS No.:866395-34-8
Molecular Formula:C₃₁H₅₀N₄O₅
Molecular Weight:558.762
Hs Code.:

Synonyms:(2S,9S,12S,19S)-2,6-cyclo-12,16-cyclo-6,10,16-triaza-19-(benzyloxycarbonylamino)-20-methyl-11-oxo-9-(2'-propyl)heneicosanoic acid methyl ester

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Chemical Property of (2S,9S,12S,19S)-2,6-cyclo-12,16-cyclo-6,10,16-triaza-19-(benzyloxycarbonylamino)-20-methyl-11-oxo-9-(2'-propyl)heneicosanoic acid methyl ester

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Technology Process of (2S,9S,12S,19S)-2,6-cyclo-12,16-cyclo-6,10,16-triaza-19-(benzyloxycarbonylamino)-20-methyl-11-oxo-9-(2'-propyl)heneicosanoic acid methyl ester

There total 11 articles about (2S,9S,12S,19S)-2,6-cyclo-12,16-cyclo-6,10,16-triaza-19-(benzyloxycarbonylamino)-20-methyl-11-oxo-9-(2'-propyl)heneicosanoic acid methyl ester 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: 93.0%

: 866395-43-9
(S)-1-((S)-3-Benzyloxycarbonylamino-4-methyl-pentyl)-pyrrolidine-2-carboxylic acid

: (S)-1-((S)-3-Amino-4-methyl-pentyl)-pyrrolidine-2-carboxylic acid methyl ester; hydrochloride

: 866395-34-8
(2S,9S,12S,19S)-2,6-cyclo-12,16-cyclo-6,10,16-triaza-19-(benzyloxycarbonylamino)-20-methyl-11-oxo-9-(2'-propyl)heneicosanoic acid methyl ester

Guidance literature:: With triethylamine; isobutyl chloroformate; In dichloromethane; at -20 - 20 ℃;
DOI:10.1016/j.tet.2005.07.049

Reference yield:

: 866395-48-4
(R)-1-diazo-3-phthalimido-4-methylpentan-2-one

: 866395-34-8
(2S,9S,12S,19S)-2,6-cyclo-12,16-cyclo-6,10,16-triaza-19-(benzyloxycarbonylamino)-20-methyl-11-oxo-9-(2'-propyl)heneicosanoic acid methyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 72 percent / PhCO₂Ag; Et₃N / 2 h / Heating

2: LiBH₄ / tetrahydrofuran; H₂O / 1 h

3: AcOH / 80 °C

4: aq. NaOH / CH₂Cl₂ / 20 °C

5: 99 percent / Et₃N / CH₂Cl₂ / cooling

6: 71 percent / Et₃N / acetonitrile / 20 - 50 °C

7: 95 percent / aq. NaOH / methanol / Heating

8: 93 percent / Et₃N; i-BuOCOCl / CH₂Cl₂ / -20 - 20 °C

With sodium hydroxide; lithium borohydride; silver benzoate; acetic acid; triethylamine; isobutyl chloroformate; In tetrahydrofuran; methanol; dichloromethane; water; acetonitrile; 1: Wolff rearrangement;
DOI:10.1016/j.tet.2005.07.049

Reference yield:

: 116173-94-5
(S)-3-Amino-4-methyl-pentan-1-ol

: 866395-34-8
(2S,9S,12S,19S)-2,6-cyclo-12,16-cyclo-6,10,16-triaza-19-(benzyloxycarbonylamino)-20-methyl-11-oxo-9-(2'-propyl)heneicosanoic acid methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: aq. NaOH / CH₂Cl₂ / 20 °C

2: 99 percent / Et₃N / CH₂Cl₂ / cooling

3: 71 percent / Et₃N / acetonitrile / 20 - 50 °C

4: 95 percent / aq. NaOH / methanol / Heating

5: 93 percent / Et₃N; i-BuOCOCl / CH₂Cl₂ / -20 - 20 °C

With sodium hydroxide; triethylamine; isobutyl chloroformate; In methanol; dichloromethane; acetonitrile;
DOI:10.1016/j.tet.2005.07.049