Succinic acid mono-{2-[(2R,3S,4S,5R,6R)-3-((2R,4aR,6R,7R,8R,8aS)-7-azido-8-benzyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy)-4-benzyloxy-5-(2,2-dimethyl-propionyloxy)-6-isopropoxy-tetrahydro-pyran-2-carbonyloxy]-ethyl} ester

Base Information

• Chemical Name: Succinic acid mono-{2-[(2R,3S,4S,5R,6R)-3-((2R,4aR,6R,7R,8R,8aS)-7-azido-8-benzyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy)-4-benzyloxy-5-(2,2-dimethyl-propionyloxy)-6-isopropoxy-tetrahydro-pyran-2-carbonyloxy]-ethyl} ester
• CAS No.: 657409-74-0
• Molecular Formula: C₄₇H₅₇N₃O₁₆
• Molecular Weight: 919.98

Synonyms:Succinic acid mono-{2-[(2R,3S,4S,5R,6R)-3-((2R,4aR,6R,7R,8R,8aS)-7-azido-8-benzyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy)-4-benzyloxy-5-(2,2-dimethyl-propionyloxy)-6-isopropoxy-tetrahydro-pyran-2-carbonyloxy]-ethyl} ester

Chemical Property of Succinic acid mono-{2-[(2R,3S,4S,5R,6R)-3-((2R,4aR,6R,7R,8R,8aS)-7-azido-8-benzyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy)-4-benzyloxy-5-(2,2-dimethyl-propionyloxy)-6-isopropoxy-tetrahydro-pyran-2-carbonyloxy]-ethyl} ester

Chemical Property:

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Technology Process of Succinic acid mono-{2-[(2R,3S,4S,5R,6R)-3-((2R,4aR,6R,7R,8R,8aS)-7-azido-8-benzyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy)-4-benzyloxy-5-(2,2-dimethyl-propionyloxy)-6-isopropoxy-tetrahydro-pyran-2-carbonyloxy]-ethyl} ester

There total 2 articles about Succinic acid mono-{2-[(2R,3S,4S,5R,6R)-3-((2R,4aR,6R,7R,8R,8aS)-7-azido-8-benzyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy)-4-benzyloxy-5-(2,2-dimethyl-propionyloxy)-6-isopropoxy-tetrahydro-pyran-2-carbonyloxy]-ethyl} 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: 98.0%

succinic acid anhydride (108-30-5) + (2R,3S,4S,5R,6R)-3-((2R,4aR,6R,7R,8R,8aS)-7-Azido-8-benzyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy)-4-benzyloxy-5-(2,2-dimethyl-propionyloxy)-6-isopropoxy-tetrahydro-pyran-2-carboxylic acid 2-hydroxy-ethyl ester → Succinic acid mono-{2-[(2R,3S,4S,5R,6R)-3-((2R,4aR,6R,7R,8R,8aS)-7-azido-8-benzyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy)-4-benzyloxy-5-(2,2-dimethyl-propionyloxy)-6-isopropoxy-tetrahydro-pyran-2-carbonyloxy]-ethyl} ester (657409-74-0)

Guidance literature:

With pyridine; dmap;

DOI:10.1039/b307259b

Reference yield:

(2R,3S,4S,5R,6R)-3-((2R,4aR,6R,7R,8R,8aS)-7-Azido-8-benzyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy)-4-benzyloxy-5-(2,2-dimethyl-propionyloxy)-6-isopropoxy-tetrahydro-pyran-2-carboxylic acid methyl ester → Succinic acid mono-{2-[(2R,3S,4S,5R,6R)-3-((2R,4aR,6R,7R,8R,8aS)-7-azido-8-benzyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy)-4-benzyloxy-5-(2,2-dimethyl-propionyloxy)-6-isopropoxy-tetrahydro-pyran-2-carbonyloxy]-ethyl} ester (657409-74-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 81 percent / Bu₂SnO / toluene / 135 °C

2: 98 percent / DMAP; pyridine

With pyridine; dmap; di(n-butyl)tin oxide; In toluene;

DOI:10.1039/b307259b

upstream raw materials:

succinic acid anhydride

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