5-((4S,5S)-4-(methoxymethoxy)-5-(triisopropylsilyloxy)hept-6-enylthio)-1-phenyl-1H-tetrazole

Base Information

• Chemical Name: 5-((4S,5S)-4-(methoxymethoxy)-5-(triisopropylsilyloxy)hept-6-enylthio)-1-phenyl-1H-tetrazole
• CAS No.: 1234573-19-3
• Molecular Formula: C₂₅H₄₂N₄O₃SSi
• Molecular Weight: 506.785

Synonyms:5-((4S,5S)-4-(methoxymethoxy)-5-(triisopropylsilyloxy)hept-6-enylthio)-1-phenyl-1H-tetrazole

Chemical Property of 5-((4S,5S)-4-(methoxymethoxy)-5-(triisopropylsilyloxy)hept-6-enylthio)-1-phenyl-1H-tetrazole

Chemical Property:

Purity/Quality:

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Technology Process of 5-((4S,5S)-4-(methoxymethoxy)-5-(triisopropylsilyloxy)hept-6-enylthio)-1-phenyl-1H-tetrazole

There total 9 articles about 5-((4S,5S)-4-(methoxymethoxy)-5-(triisopropylsilyloxy)hept-6-enylthio)-1-phenyl-1H-tetrazole 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: 92.0%

(4S,5S)-4-(methoxymethoxy)-5-(triisopropylsilyloxy)hept-6-en-1-ol (1234573-18-2) + 1-Phenyl-1H-tetrazole-5-thiol (86-93-1) → 5-((4S,5S)-4-(methoxymethoxy)-5-(triisopropylsilyloxy)hept-6-enylthio)-1-phenyl-1H-tetrazole (1234573-19-3)

Guidance literature:

With di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; at -20 ℃; for 1h;

DOI:10.1002/chem.201000428

Reference yield:

triisopropylsilyl trifluoromethanesulfonate (80522-42-5) → 5-((4S,5S)-4-(methoxymethoxy)-5-(triisopropylsilyloxy)hept-6-enylthio)-1-phenyl-1H-tetrazole (1234573-19-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 2,6-dimethylpyridine / dichloromethane / 1 h / 0 - 20 °C

2: acetic acid / tetrahydrofuran; water / 6 h / 20 °C

3: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 1 h / -20 °C

With 2,6-dimethylpyridine; di-isopropyl azodicarboxylate; acetic acid; triphenylphosphine; In tetrahydrofuran; dichloromethane; water; 3: Mitsunobu reaction;

DOI:10.1002/asia.201100429

Reference yield:

(3S,4S)-7-(tert-butyldimethylsilyloxy)-4-(methoxymethoxy)hept-1-en-3-ol (1234573-16-0) → 5-((4S,5S)-4-(methoxymethoxy)-5-(triisopropylsilyloxy)hept-6-enylthio)-1-phenyl-1H-tetrazole (1234573-19-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 2,6-dimethylpyridine / dichloromethane / 1 h / 0 - 20 °C

2: acetic acid / tetrahydrofuran; water / 6 h / 20 °C

3: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 1 h / -20 °C

With 2,6-dimethylpyridine; di-isopropyl azodicarboxylate; acetic acid; triphenylphosphine; In tetrahydrofuran; dichloromethane; water; 3: Mitsunobu reaction;

DOI:10.1002/asia.201100429

upstream raw materials:

(4S,5S)-4-(methoxymethoxy)-5-(triisopropylsilyloxy)hept-6-en-1-ol

1-Phenyl-1H-tetrazole-5-thiol

(S)-4-(tert-butyldimethylsilyloxy)-1-((S)-oxiran-2-yl)butan-1-ol

(S)-10,10,11,11-tetramethyl-5-((S)-oxiran-2-yl)-2,4,9-trioxa-10-siladodecane

Downstream raw materials:

5-((4S,5S)-4-(methoxymethoxy)-5-(triisopropylsilyloxy)hept-6-enylsulfonyl)-1-phenyl-1H-tetrazole

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