5,11-Dioxa-2,8-diazatridecanoic acid, 8,12,12-trimethyl-3,6-bis(1-methylethyl)-4,7,10-trioxo-9-(phenylmethyl)-, phenylmethyl ester, (3S,6S,9S)-

Base Information

Chemical Name:5,11-Dioxa-2,8-diazatridecanoic acid, 8,12,12-trimethyl-3,6-bis(1-methylethyl)-4,7,10-trioxo-9-(phenylmethyl)-, phenylmethyl ester, (3S,6S,9S)-
CAS No.:593252-97-2
Molecular Formula:C32H44N2O7
Molecular Weight:568.711
Hs Code.:

5,11-Dioxa-2,8-diazatridecanoic acid,
8,12,12-trimethyl-3,6-bis(1-methylethyl)-4,7,10-trioxo-9-(phenylmethyl)-,
phenylmethyl ester, (3S,6S,9S)-

Synonyms:

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Chemical Property of 5,11-Dioxa-2,8-diazatridecanoic acid, 8,12,12-trimethyl-3,6-bis(1-methylethyl)-4,7,10-trioxo-9-(phenylmethyl)-, phenylmethyl ester, (3S,6S,9S)-

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Technology Process of 5,11-Dioxa-2,8-diazatridecanoic acid, 8,12,12-trimethyl-3,6-bis(1-methylethyl)-4,7,10-trioxo-9-(phenylmethyl)-, phenylmethyl ester, (3S,6S,9S)-

There total 7 articles about 5,11-Dioxa-2,8-diazatridecanoic acid, 8,12,12-trimethyl-3,6-bis(1-methylethyl)-4,7,10-trioxo-9-(phenylmethyl)-, phenylmethyl ester, (3S,6S,9S)- 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:

: 2899-07-2
(S)-N-benzyloxycarbonyl-N-methyl-phenyl alanine

: 593252-97-2
(S)-2-Benzyloxycarbonylamino-3-methyl-butyric acid (S)-1-[((S)-1-tert-butoxycarbonyl-2-phenyl-ethyl)-methyl-carbamoyl]-2-methyl-propyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: H₂; aq. HCl / Pd/C / methanol / 1.5 h

2: HClO₄ / 24 h / cooling

3: BEP; DIPEA / CH₂Cl₂ / 14.5 h / -10 - 20 °C

With hydrogenchloride; perchloric acid; hydrogen; 2-bromo-1-ethylpyridin-1-ium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In methanol; dichloromethane;
DOI:10.1021/ol034803d

Reference yield:

: 114525-94-9
tert-butyl (2S)-2-(methylamino)-3-phenylpropanoate

: (S)-2-Benzyloxycarbonylamino-3-methyl-butyric acid (S)-1-carboxy-2-methyl-propyl ester; compound with trifluoro-acetic acid

: 593252-97-2
(S)-2-Benzyloxycarbonylamino-3-methyl-butyric acid (S)-1-[((S)-1-tert-butoxycarbonyl-2-phenyl-ethyl)-methyl-carbamoyl]-2-methyl-propyl ester

Guidance literature:: With 2-bromo-1-ethylpyridin-1-ium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; In dichloromethane; at -10 - 20 ℃; for 14.5h;
DOI:10.1021/ol034803d

Reference yield:

: 17407-55-5
(S)-2-Hydroxy-3-methylbutanoic acid

: 593252-97-2
(S)-2-Benzyloxycarbonylamino-3-methyl-butyric acid (S)-1-[((S)-1-tert-butoxycarbonyl-2-phenyl-ethyl)-methyl-carbamoyl]-2-methyl-propyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: 86 percent / I₂; PhI(OAc)2 / CH₂Cl₂ / 1.75 h / -10 - 20 °C

2.1: EDCI; DMAP / CH₂Cl₂ / 0.5 h / 0 °C

2.2: 84 percent / CH₂Cl₂ / 0 - 20 °C

3.1: CH₂Cl₂ / 0.17 h / 0 °C

4.1: BEP; DIPEA / CH₂Cl₂ / 14.5 h / -10 - 20 °C

With dmap; [bis(acetoxy)iodo]benzene; iodine; 2-bromo-1-ethylpyridin-1-ium tetrafluoroborate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In dichloromethane;
DOI:10.1021/ol034803d