4-[(2R,3R,4S,5R,6R)-3,4-Bis-benzoyloxy-6-benzyloxymethyl-5-(9H-fluoren-9-ylmethoxycarbonyloxy)-tetrahydro-pyran-2-yloxymethyl]-benzoic acid prop-2-ynyl ester

Base Information

• Chemical Name: 4-[(2R,3R,4S,5R,6R)-3,4-Bis-benzoyloxy-6-benzyloxymethyl-5-(9H-fluoren-9-ylmethoxycarbonyloxy)-tetrahydro-pyran-2-yloxymethyl]-benzoic acid prop-2-ynyl ester
• CAS No.: 482582-77-4
• Molecular Formula: C₅₃H₄₄O₁₂
• Molecular Weight: 872.925

Synonyms:4-[(2R,3R,4S,5R,6R)-3,4-Bis-benzoyloxy-6-benzyloxymethyl-5-(9H-fluoren-9-ylmethoxycarbonyloxy)-tetrahydro-pyran-2-yloxymethyl]-benzoic acid prop-2-ynyl ester

Chemical Property of 4-[(2R,3R,4S,5R,6R)-3,4-Bis-benzoyloxy-6-benzyloxymethyl-5-(9H-fluoren-9-ylmethoxycarbonyloxy)-tetrahydro-pyran-2-yloxymethyl]-benzoic acid prop-2-ynyl ester

Chemical Property:

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Technology Process of 4-[(2R,3R,4S,5R,6R)-3,4-Bis-benzoyloxy-6-benzyloxymethyl-5-(9H-fluoren-9-ylmethoxycarbonyloxy)-tetrahydro-pyran-2-yloxymethyl]-benzoic acid prop-2-ynyl ester

There total 3 articles about 4-[(2R,3R,4S,5R,6R)-3,4-Bis-benzoyloxy-6-benzyloxymethyl-5-(9H-fluoren-9-ylmethoxycarbonyloxy)-tetrahydro-pyran-2-yloxymethyl]-benzoic acid prop-2-ynyl 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:

C45H40O10 (482582-75-2) → 4-[(2R,3R,4S,5R,6R)-3,4-Bis-benzoyloxy-6-benzyloxymethyl-5-(9H-fluoren-9-ylmethoxycarbonyloxy)-tetrahydro-pyran-2-yloxymethyl]-benzoic acid prop-2-ynyl ester (482582-77-4)

Guidance literature:

Multi-step reaction with 4 steps

1: H₂ / Ir complex / tetrahydrofuran

2: I₂ / tetrahydrofuran; H₂O / 20 °C

3: 100 percent / Cs₂CO₃ / CH₂Cl₂ / 20 °C

4: 64 percent / TMSOTf / CH₂Cl₂ / 0 °C

With trimethylsilyl trifluoromethanesulfonate; hydrogen; iodine; caesium carbonate; iridium; In tetrahydrofuran; dichloromethane; water;

DOI:10.1055/s-2002-33605

Reference yield:

C42H36O10 → 4-[(2R,3R,4S,5R,6R)-3,4-Bis-benzoyloxy-6-benzyloxymethyl-5-(9H-fluoren-9-ylmethoxycarbonyloxy)-tetrahydro-pyran-2-yloxymethyl]-benzoic acid prop-2-ynyl ester (482582-77-4)

Guidance literature:

Multi-step reaction with 3 steps

1: I₂ / tetrahydrofuran; H₂O / 20 °C

2: 100 percent / Cs₂CO₃ / CH₂Cl₂ / 20 °C

3: 64 percent / TMSOTf / CH₂Cl₂ / 0 °C

With trimethylsilyl trifluoromethanesulfonate; iodine; caesium carbonate; In tetrahydrofuran; dichloromethane; water;

DOI:10.1055/s-2002-33605

Reference yield:

C42H35IO9 → 4-[(2R,3R,4S,5R,6R)-3,4-Bis-benzoyloxy-6-benzyloxymethyl-5-(9H-fluoren-9-ylmethoxycarbonyloxy)-tetrahydro-pyran-2-yloxymethyl]-benzoic acid prop-2-ynyl ester (482582-77-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / Cs₂CO₃ / CH₂Cl₂ / 20 °C

2: 64 percent / TMSOTf / CH₂Cl₂ / 0 °C

With trimethylsilyl trifluoromethanesulfonate; caesium carbonate; In dichloromethane;

DOI:10.1055/s-2002-33605

upstream raw materials:

C₄₅H₄₀O₁₀

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