(2S,3R)-3-((3aR,4R,6S,7R,7aR)-7-Azido-2,2-dimethyl-4-triisopropylsilanyloxymethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-yloxy)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-butyric acid benzyl ester

Base Information

• Chemical Name: (2S,3R)-3-((3aR,4R,6S,7R,7aR)-7-Azido-2,2-dimethyl-4-triisopropylsilanyloxymethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-yloxy)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-butyric acid benzyl ester
• CAS No.: 213331-76-1
• Molecular Formula: C₄₄H₅₈N₄O₉Si
• Molecular Weight: 815.051

Synonyms:(2S,3R)-3-((3aR,4R,6S,7R,7aR)-7-Azido-2,2-dimethyl-4-triisopropylsilanyloxymethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-yloxy)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-butyric acid benzyl ester

Chemical Property of (2S,3R)-3-((3aR,4R,6S,7R,7aR)-7-Azido-2,2-dimethyl-4-triisopropylsilanyloxymethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-yloxy)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-butyric acid benzyl ester

Chemical Property:

Purity/Quality:

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Technology Process of (2S,3R)-3-((3aR,4R,6S,7R,7aR)-7-Azido-2,2-dimethyl-4-triisopropylsilanyloxymethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-yloxy)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-butyric acid benzyl ester

There total 6 articles about (2S,3R)-3-((3aR,4R,6S,7R,7aR)-7-Azido-2,2-dimethyl-4-triisopropylsilanyloxymethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-yloxy)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-butyric acid benzyl 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: 75.0%

N-(fluoren-9-ylmethoxycarbonyl)-L-threonine benzyl ester (73724-48-8) + ((3aR,4R,6R,7R,7aR)-7-Azido-6-fluoro-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-4-ylmethoxy)-triisopropyl-silane (213331-71-6) → (2S,3R)-3-((3aR,4R,6S,7R,7aR)-7-Azido-2,2-dimethyl-4-triisopropylsilanyloxymethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-yloxy)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-butyric acid benzyl ester (213331-76-1) + (2S,3R)-3-((3aR,4R,6R,7R,7aR)-7-Azido-2,2-dimethyl-4-triisopropylsilanyloxymethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-yloxy)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-butyric acid benzyl ester

Guidance literature:

With zirconocene dichloride; silver perchlorate; In dichloromethane; at -30 ℃; for 6h;

DOI:10.1021/ja980724z

Reference yield: 70.0%

N-(fluoren-9-ylmethoxycarbonyl)-L-threonine benzyl ester (73724-48-8) + ((3aR,4R,6S,7R,7aR)-7-Azido-6-fluoro-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-4-ylmethoxy)-triisopropyl-silane (213331-73-8) → (2S,3R)-3-((3aR,4R,6S,7R,7aR)-7-Azido-2,2-dimethyl-4-triisopropylsilanyloxymethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-yloxy)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-butyric acid benzyl ester (213331-76-1) + (2S,3R)-3-((3aR,4R,6R,7R,7aR)-7-Azido-2,2-dimethyl-4-triisopropylsilanyloxymethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-yloxy)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-butyric acid benzyl ester

Guidance literature:

With zirconocene dichloride; silver perchlorate; In dichloromethane; at -30 ℃; for 10h;

DOI:10.1021/ja980724z

Reference yield: 4.0%

N-(fluoren-9-ylmethoxycarbonyl)-L-threonine benzyl ester (73724-48-8) + 2,2,2-Trichloro-acetimidic acid (3aR,4R,6S,7R,7aR)-7-azido-2,2-dimethyl-4-triisopropylsilanyloxymethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-yl ester (213331-72-7) → (2S,3R)-3-((3aR,4R,6S,7R,7aR)-7-Azido-2,2-dimethyl-4-triisopropylsilanyloxymethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-yloxy)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-butyric acid benzyl ester (213331-76-1) + (2S,3R)-3-((3aR,4R,6R,7R,7aR)-7-Azido-2,2-dimethyl-4-triisopropylsilanyloxymethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-yloxy)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-butyric acid benzyl ester

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; In dichloromethane; at -78 - 20 ℃; for 4.5h;

DOI:10.1021/ja980724z

upstream raw materials:

N-(fluoren-9-ylmethoxycarbonyl)-L-threonine benzyl ester

((3aR,4R,6R,7R,7aR)-7-Azido-6-fluoro-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-4-ylmethoxy)-triisopropyl-silane

((3aR,4R,6S,7R,7aR)-7-Azido-6-fluoro-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-4-ylmethoxy)-triisopropyl-silane

2,2,2-Trichloro-acetimidic acid (3aR,4R,6S,7R,7aR)-7-azido-2,2-dimethyl-4-triisopropylsilanyloxymethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-yl ester

Downstream raw materials:

C₆₄H₇₇N₃O₂₈

C₆₃H₇₇N₃O₂₆

C₆₀H₇₃N₃O₂₆

C₄₇H₅₀N₄O₁₉

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