5-((4S,5R)-4-Benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-ylmethyl)-[2,2']bipyridinyl

Base Information

• Chemical Name: 5-((4S,5R)-4-Benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-ylmethyl)-[2,2']bipyridinyl
• CAS No.: 340130-35-0
• Molecular Formula: C₃₀H₃₀N₂O₃
• Molecular Weight: 466.58

Synonyms:5-((4S,5R)-4-Benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-ylmethyl)-[2,2']bipyridinyl

Chemical Property of 5-((4S,5R)-4-Benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-ylmethyl)-[2,2']bipyridinyl

Chemical Property:

Purity/Quality:

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Technology Process of 5-((4S,5R)-4-Benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-ylmethyl)-[2,2']bipyridinyl

There total 3 articles about 5-((4S,5R)-4-Benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-ylmethyl)-[2,2']bipyridinyl 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: 87.0%

(2R,3S)-1,3-Bis-benzyloxy-6-[2,2']bipyridinyl-5-yl-hexane-2,5-diol (340130-54-3) → 5-((4S,5R)-4-Benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-ylmethyl)-[2,2']bipyridinyl (340130-35-0)

Guidance literature:

With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; at 20 ℃;

DOI:10.1021/ja005785n

Reference yield:

3,5-di-O-benzyl-2-deoxy-D-ribofuranose (6160-50-5) → 5-((4S,5R)-4-Benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-ylmethyl)-[2,2']bipyridinyl (340130-35-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: LDA / tetrahydrofuran; heptane / 0.5 h / -78 - -15 °C

1.2: 72 percent / tetrahydrofuran; heptane / -78 - 20 °C

2.1: 87 percent / diethylazodicarboxylate; Ph₃P / tetrahydrofuran / 20 °C

With triphenylphosphine; lithium diisopropyl amide; diethylazodicarboxylate; In tetrahydrofuran; n-heptane; 2.1: Mitsunobu reaction;

DOI:10.1021/ja005785n

Reference yield:

5-methyl-2,2'-bipyridine (56100-20-0) → 5-((4S,5R)-4-Benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-ylmethyl)-[2,2']bipyridinyl (340130-35-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: LDA / tetrahydrofuran; heptane / 0.5 h / -78 - -15 °C

1.2: 72 percent / tetrahydrofuran; heptane / -78 - 20 °C

2.1: 87 percent / diethylazodicarboxylate; Ph₃P / tetrahydrofuran / 20 °C

With triphenylphosphine; lithium diisopropyl amide; diethylazodicarboxylate; In tetrahydrofuran; n-heptane; 2.1: Mitsunobu reaction;

DOI:10.1021/ja005785n

upstream raw materials:

(2R,3S)-1,3-Bis-benzyloxy-6-[2,2']bipyridinyl-5-yl-hexane-2,5-diol

3,5-di-O-benzyl-2-deoxy-D-ribofuranose

5-methyl-2,2'-bipyridine

Downstream raw materials:

(2R,3S,5R)-5-[2,2']Bipyridinyl-5-ylmethyl-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furan-3-ol

(2R,3S,5S)-5-[2,2']Bipyridinyl-5-ylmethyl-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furan-3-ol

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