2-{2-[2-(7-azido-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy)-propionylamino]-propionylamino}-4-[1-[1-(1-methoxycarbonyl-ethylcarbamoyl)-ethylcarbamoyl]-5-(2,2,2-trifluoro-acetylamino)-pentylcarbamoyl]-butyric acid methyl ester

Base Information

• Chemical Name: 2-{2-[2-(7-azido-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy)-propionylamino]-propionylamino}-4-[1-[1-(1-methoxycarbonyl-ethylcarbamoyl)-ethylcarbamoyl]-5-(2,2,2-trifluoro-acetylamino)-pentylcarbamoyl]-butyric acid methyl ester
• CAS No.: 325480-30-6
• Molecular Formula: C₄₁H₅₈F₃N₉O₁₅
• Molecular Weight: 973.958

Synonyms:

Chemical Property of 2-{2-[2-(7-azido-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy)-propionylamino]-propionylamino}-4-[1-[1-(1-methoxycarbonyl-ethylcarbamoyl)-ethylcarbamoyl]-5-(2,2,2-trifluoro-acetylamino)-pentylcarbamoyl]-butyric acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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Useful:

Technology Process of 2-{2-[2-(7-azido-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy)-propionylamino]-propionylamino}-4-[1-[1-(1-methoxycarbonyl-ethylcarbamoyl)-ethylcarbamoyl]-5-(2,2,2-trifluoro-acetylamino)-pentylcarbamoyl]-butyric acid methyl ester

There total 6 articles about 2-{2-[2-(7-azido-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy)-propionylamino]-propionylamino}-4-[1-[1-(1-methoxycarbonyl-ethylcarbamoyl)-ethylcarbamoyl]-5-(2,2,2-trifluoro-acetylamino)-pentylcarbamoyl]-butyric 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:

benzaldehyde dimethyl acetal (1125-88-8) → 2-{2-[2-(7-azido-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy)-propionylamino]-propionylamino}-4-[1-[1-(1-methoxycarbonyl-ethylcarbamoyl)-ethylcarbamoyl]-5-(2,2,2-trifluoro-acetylamino)-pentylcarbamoyl]-butyric acid methyl ester (325480-30-6)

Guidance literature:

Multi-step reaction with 4 steps

1: TsOH / dimethylformamide

2: 100 percent Turnov_. / KSi(NMe)2 / dimethylformamide

3: aq. NaOH / tetrahydrofuran

4: HATU; DIPEA / dimethylformamide

With sodium hydroxide; KSi(NMe)2; toluene-4-sulfonic acid; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1016/S0960-894X(00)00583-7

Reference yield:

methyl 2-azido-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside (160636-37-3) → 2-{2-[2-(7-azido-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy)-propionylamino]-propionylamino}-4-[1-[1-(1-methoxycarbonyl-ethylcarbamoyl)-ethylcarbamoyl]-5-(2,2,2-trifluoro-acetylamino)-pentylcarbamoyl]-butyric acid methyl ester (325480-30-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 100 percent Turnov_. / KSi(NMe)2 / dimethylformamide

2: aq. NaOH / tetrahydrofuran

3: HATU; DIPEA / dimethylformamide

With sodium hydroxide; KSi(NMe)2; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1016/S0960-894X(00)00583-7

Reference yield:

methyl 2-azido-2-deoxy-α-D-glucopyranoside (251324-44-4) → 2-{2-[2-(7-azido-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy)-propionylamino]-propionylamino}-4-[1-[1-(1-methoxycarbonyl-ethylcarbamoyl)-ethylcarbamoyl]-5-(2,2,2-trifluoro-acetylamino)-pentylcarbamoyl]-butyric acid methyl ester (325480-30-6)

Guidance literature:

Multi-step reaction with 4 steps

1: TsOH / dimethylformamide

2: 100 percent Turnov_. / KSi(NMe)2 / dimethylformamide

3: aq. NaOH / tetrahydrofuran

4: HATU; DIPEA / dimethylformamide

With sodium hydroxide; KSi(NMe)2; toluene-4-sulfonic acid; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1016/S0960-894X(00)00583-7

upstream raw materials:

(R)-2-((2R,4aR,6S,7R,8R,8aS)-7-Azido-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy)-propionic acid

benzaldehyde dimethyl acetal

methyl 2-azido-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside

methyl 2-azido-2-deoxy-α-D-glucopyranoside

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