Benzoic acid (1R,7R,8S)-8-benzyloxy-7-formyloxy-1-methyl-9-oxo-nonyl ester

Base Information

Chemical Name:Benzoic acid (1R,7R,8S)-8-benzyloxy-7-formyloxy-1-methyl-9-oxo-nonyl ester
CAS No.:912352-04-6
Molecular Formula:C₂₅H₃₀O₆
Molecular Weight:426.51
Hs Code.:

Synonyms:Benzoic acid (1R,7R,8S)-8-benzyloxy-7-formyloxy-1-methyl-9-oxo-nonyl ester

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Chemical Property of Benzoic acid (1R,7R,8S)-8-benzyloxy-7-formyloxy-1-methyl-9-oxo-nonyl ester

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Technology Process of Benzoic acid (1R,7R,8S)-8-benzyloxy-7-formyloxy-1-methyl-9-oxo-nonyl ester

There total 14 articles about Benzoic acid (1R,7R,8S)-8-benzyloxy-7-formyloxy-1-methyl-9-oxo-nonyl 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: 90.0%

: 912352-03-5
Benzoic acid (R)-6-((2R,3R,4R,5S)-3-benzyloxy-4,5-dihydroxy-tetrahydro-furan-2-yl)-1-methyl-hexyl ester

: 912352-04-6
Benzoic acid (1R,7R,8S)-8-benzyloxy-7-formyloxy-1-methyl-9-oxo-nonyl ester

Guidance literature:: With periodic acid; In water; ethyl acetate; at 0 ℃; for 1h;
DOI:10.1016/j.tetlet.2006.07.043

Reference yield:

: 912351-95-2
6-((3aR,5R,6S,6aR)-6-Benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-hexanal

: 912352-04-6
Benzoic acid (1R,7R,8S)-8-benzyloxy-7-formyloxy-1-methyl-9-oxo-nonyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 78 percent / t-BuOK / dimethylsulfoxide / 1 h / 0 °C

2: 43 percent / S,S-Jacobsen catalyst / H₂O / 12 h / 20 °C

3: 81 percent / LAH / tetrahydrofuran / 1 h / 0 °C

4: 95 percent / Et₃N; DMAP / CH₂Cl₂ / 2 h / 0 °C

5: 85 percent / aq. AcOH / 12 h / 70 °C

6: 90 percent / H₅IO₆ / ethyl acetate; H₂O / 1 h / 0 °C

With dmap; lithium aluminium tetrahydride; potassium tert-butylate; acetic acid; periodic acid; triethylamine; (S,S)-(salen)manganese; In tetrahydrofuran; dichloromethane; water; dimethyl sulfoxide; ethyl acetate;
DOI:10.1016/j.tetlet.2006.07.043

Reference yield:

: 912351-99-6
(3aR,5R,6S,6aR)-6-Benzyloxy-2,2-dimethyl-5-(5-oxiranyl-pentyl)-tetrahydro-furo[2,3-d][1,3]dioxole

: 912352-04-6
Benzoic acid (1R,7R,8S)-8-benzyloxy-7-formyloxy-1-methyl-9-oxo-nonyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 43 percent / S,S-Jacobsen catalyst / H₂O / 12 h / 20 °C

2: 81 percent / LAH / tetrahydrofuran / 1 h / 0 °C

3: 95 percent / Et₃N; DMAP / CH₂Cl₂ / 2 h / 0 °C

4: 85 percent / aq. AcOH / 12 h / 70 °C

5: 90 percent / H₅IO₆ / ethyl acetate; H₂O / 1 h / 0 °C

With dmap; lithium aluminium tetrahydride; acetic acid; periodic acid; triethylamine; (S,S)-(salen)manganese; In tetrahydrofuran; dichloromethane; water; ethyl acetate;
DOI:10.1016/j.tetlet.2006.07.043