Methyl (1S,5S,6S,7R)-6-tert-Butyldimethylsilyloxymethyl-7-tert-butyldiphenylsilyloxybicyclo<3.3.0>octane-E-Δ^3,δ-pentanoate

Base Information

• Chemical Name: Methyl (1S,5S,6S,7R)-6-tert-Butyldimethylsilyloxymethyl-7-tert-butyldiphenylsilyloxybicyclo<3.3.0>octane-E-Δ^3,δ-pentanoate
• CAS No.: 92186-00-0
• Molecular Formula: C₃₇H₅₆O₄Si₂
• Molecular Weight: 621.02

Synonyms:Methyl (1S,5S,6S,7R)-6-tert-Butyldimethylsilyloxymethyl-7-tert-butyldiphenylsilyloxybicyclo<3.3.0>octane-E-Δ^3,δ-pentanoate

Chemical Property of Methyl (1S,5S,6S,7R)-6-tert-Butyldimethylsilyloxymethyl-7-tert-butyldiphenylsilyloxybicyclo<3.3.0>octane-E-Δ^3,δ-pentanoate

Chemical Property:

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Technology Process of Methyl (1S,5S,6S,7R)-6-tert-Butyldimethylsilyloxymethyl-7-tert-butyldiphenylsilyloxybicyclo<3.3.0>octane-E-Δ^3,δ-pentanoate

There total 5 articles about Methyl (1S,5S,6S,7R)-6-tert-Butyldimethylsilyloxymethyl-7-tert-butyldiphenylsilyloxybicyclo<3.3.0>octane-E-Δ^3,δ-pentanoate 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: 100.0%

Methyl (1R,5S,6S,7R)-6-tert-Butyldimethylsilyloxymethyl-7-tert-butyldiphenylsilyloxybicyclo<3.3.0>octe-2-ene-3-γ-pentenoate (92185-99-4) → Methyl (1S,5S,6S,7R)-6-tert-Butyldimethylsilyloxymethyl-7-tert-butyldiphenylsilyloxybicyclo<3.3.0>octane-E-Δ3,δ-pentanoate (92186-00-0)

Guidance literature:

With hydrogen; (methyl benzoate)chromium tricarbonyl; In acetone; at 120 ℃; for 15h; under 51485.6 Torr;

DOI:10.1248/cpb.39.309

Reference yield:

methyl (Z)-7-<(1R,2S,3R)-2-tert-butyldimethylsilyloxymethyl-5-methylene-3-tetrahydropyranyloxycyclopentyl>hept-5-enoate (90934-01-3) → Methyl (1S,5S,6S,7R)-6-tert-Butyldimethylsilyloxymethyl-7-tert-butyldiphenylsilyloxybicyclo<3.3.0>octane-E-Δ3,δ-pentanoate (92186-00-0)

Guidance literature:

Multi-step reaction with 5 steps

1: 87 percent

2: 78 percent

3: 100 percent

4: 57 percent

5: 100 percent / H₂ / (methyl benzoate)Cr(CO)3 / acetone / 15 h / 120 °C / 51485.6 Torr

With hydrogen; (methyl benzoate)chromium tricarbonyl; In acetone;

DOI:10.1248/cpb.39.309

Reference yield:

Methyl (Z)-<(1R,2S,3R)-2-tert-Butyldimethylsilyloxymethyl-3-tert-butyldiphenylsilyloxy-5-methylenecyclopentyl>hept-5-enoate (135138-01-1) → Methyl (1S,5S,6S,7R)-6-tert-Butyldimethylsilyloxymethyl-7-tert-butyldiphenylsilyloxybicyclo<3.3.0>octane-E-Δ3,δ-pentanoate (92186-00-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 78 percent

2: 100 percent

3: 57 percent

4: 100 percent / H₂ / (methyl benzoate)Cr(CO)3 / acetone / 15 h / 120 °C / 51485.6 Torr

With hydrogen; (methyl benzoate)chromium tricarbonyl; In acetone;

DOI:10.1248/cpb.39.309

upstream raw materials:

Methyl (1R,5S,6S,7R)-6-tert-Butyldimethylsilyloxymethyl-7-tert-butyldiphenylsilyloxybicyclo<3.3.0>octe-2-ene-3-γ-pentenoate

methyl (Z)-7-<(1R,2S,3R)-2-tert-butyldimethylsilyloxymethyl-5-methylene-3-tetrahydropyranyloxycyclopentyl>hept-5-enoate

Methyl (Z)-<(1R,2S,3R)-2-tert-Butyldimethylsilyloxymethyl-3-tert-butyldiphenylsilyloxy-5-methylenecyclopentyl>hept-5-enoate

Methyl (Z)-<(1R,2S,3R,5S)-2-tert-Butyldimethylsilyloxymethyl-3-tert-butyldiphenylsilyloxy-5-formylcyclopentyl>hept-5-enoate

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