7-Oxa-2,4,11-triazadodecan-12-oic acid, 2-methyl-5-(1-methylethyl)-1-[2-(1-methylethyl)-5-thiazolyl]-3,6-dioxo-10- (phenylmethyl)-8-[(1S)-2-phenyl-1-[[(5-thiazolylmethoxy)carbonyl]amino] ethyl]-, 1,1-dimethylethyl ester, (5S,8S,10S)-

Base Information

• Chemical Name: 7-Oxa-2,4,11-triazadodecan-12-oic acid, 2-methyl-5-(1-methylethyl)-1-[2-(1-methylethyl)-5-thiazolyl]-3,6-dioxo-10- (phenylmethyl)-8-[(1S)-2-phenyl-1-[[(5-thiazolylmethoxy)carbonyl]amino] ethyl]-, 1,1-dimethylethyl ester, (5S,8S,10S)-
• CAS No.: 566939-06-8
• Molecular Formula: C42H56N6O7S2
• Molecular Weight: 821.075

Synonyms:

Chemical Property of 7-Oxa-2,4,11-triazadodecan-12-oic acid, 2-methyl-5-(1-methylethyl)-1-[2-(1-methylethyl)-5-thiazolyl]-3,6-dioxo-10- (phenylmethyl)-8-[(1S)-2-phenyl-1-[[(5-thiazolylmethoxy)carbonyl]amino] ethyl]-, 1,1-dimethylethyl ester, (5S,8S,10S)-

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Technology Process of 7-Oxa-2,4,11-triazadodecan-12-oic acid, 2-methyl-5-(1-methylethyl)-1-[2-(1-methylethyl)-5-thiazolyl]-3,6-dioxo-10- (phenylmethyl)-8-[(1S)-2-phenyl-1-[[(5-thiazolylmethoxy)carbonyl]amino] ethyl]-, 1,1-dimethylethyl ester, (5S,8S,10S)-

There total 3 articles about 7-Oxa-2,4,11-triazadodecan-12-oic acid, 2-methyl-5-(1-methylethyl)-1-[2-(1-methylethyl)-5-thiazolyl]-3,6-dioxo-10- (phenylmethyl)-8-[(1S)-2-phenyl-1-[[(5-thiazolylmethoxy)carbonyl]amino] ethyl]-, 1,1-dimethylethyl ester, (5S,8S,10S)- 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: 27.0%

N-((N-Methyl-N-((2-isopropyl-4-thiazolyl)methyl)amino)-carbonyl)-L-valine (154212-61-0) + (2S,3S,5S)-5-(t-butyloxycarbonylamino)-2-(N-((5-thiazolyl)methoxycarbonyl)amino)-3-hydroxy-1,6-diphenylhexane (162849-95-8) → (2S,3S,5S)-3-[O-[N-[N-methyl-N-[(2-isopropyl-4-thiazolyl)methyl]amino]carbonyl]-L-valyloxy]-5-[N-[(tert-butyloxy)carbonyl]amino]-2-[N-[(5-thiazolyl)methoxycarbonyl]amino]-1,6-diphenyl-3-hydroxyhexane (566939-06-8)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In chloroform; at 20 ℃;

DOI:10.1016/S0968-0896(02)00322-X

Reference yield:

(2S,3S,5S)-2-amino-3-hydroxy-5-(t-butyloxycarbonylamino)-1,6-diphenylhexane (144163-85-9) → (2S,3S,5S)-3-[O-[N-[N-methyl-N-[(2-isopropyl-4-thiazolyl)methyl]amino]carbonyl]-L-valyloxy]-5-[N-[(tert-butyloxy)carbonyl]amino]-2-[N-[(5-thiazolyl)methoxycarbonyl]amino]-1,6-diphenyl-3-hydroxyhexane (566939-06-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 81 percent / tetrahydrofuran; dimethylformamide / 20 °C

2: 27 percent / DMAP; DCC / CHCl₃ / 20 °C

With dmap; dicyclohexyl-carbodiimide; In tetrahydrofuran; chloroform; N,N-dimethyl-formamide;

DOI:10.1016/S0968-0896(02)00322-X

Reference yield:

5-(p-nitrophenyloxycarbonyloxymethyl)thiazole hydrochloride (154212-59-6) → (2S,3S,5S)-3-[O-[N-[N-methyl-N-[(2-isopropyl-4-thiazolyl)methyl]amino]carbonyl]-L-valyloxy]-5-[N-[(tert-butyloxy)carbonyl]amino]-2-[N-[(5-thiazolyl)methoxycarbonyl]amino]-1,6-diphenyl-3-hydroxyhexane (566939-06-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 81 percent / tetrahydrofuran; dimethylformamide / 20 °C

2: 27 percent / DMAP; DCC / CHCl₃ / 20 °C

With dmap; dicyclohexyl-carbodiimide; In tetrahydrofuran; chloroform; N,N-dimethyl-formamide;

DOI:10.1016/S0968-0896(02)00322-X

upstream raw materials:

N-((N-Methyl-N-((2-isopropyl-4-thiazolyl)methyl)amino)-carbonyl)-L-valine

(2S,3S,5S)-5-(t-butyloxycarbonylamino)-2-(N-((5-thiazolyl)methoxycarbonyl)amino)-3-hydroxy-1,6-diphenylhexane

(2S,3S,5S)-2-amino-3-hydroxy-5-(t-butyloxycarbonylamino)-1,6-diphenylhexane

5-(p-nitrophenyloxycarbonyloxymethyl)thiazole hydrochloride

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