Benzoic acid (2E,4Z,7Z)-(S)-16-azido-1-(3-methoxycarbonyl-propyl)-hexadeca-2,4,7-trienyl ester

Base Information

Chemical Name:Benzoic acid (2E,4Z,7Z)-(S)-16-azido-1-(3-methoxycarbonyl-propyl)-hexadeca-2,4,7-trienyl ester
CAS No.:358750-12-6
Molecular Formula:C₂₈H₃₉N₃O₄
Molecular Weight:481.635
Hs Code.:

Synonyms:Benzoic acid (2E,4Z,7Z)-(S)-16-azido-1-(3-methoxycarbonyl-propyl)-hexadeca-2,4,7-trienyl ester

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Chemical Property of Benzoic acid (2E,4Z,7Z)-(S)-16-azido-1-(3-methoxycarbonyl-propyl)-hexadeca-2,4,7-trienyl ester

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Technology Process of Benzoic acid (2E,4Z,7Z)-(S)-16-azido-1-(3-methoxycarbonyl-propyl)-hexadeca-2,4,7-trienyl ester

There total 8 articles about Benzoic acid (2E,4Z,7Z)-(S)-16-azido-1-(3-methoxycarbonyl-propyl)-hexadeca-2,4,7-trienyl 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: 97.0%

: 358750-11-5
Benzoic acid (2E,4Z,7Z)-(S)-16-iodo-1-(3-methoxycarbonyl-propyl)-hexadeca-2,4,7-trienyl ester

: 358750-12-6
Benzoic acid (2E,4Z,7Z)-(S)-16-azido-1-(3-methoxycarbonyl-propyl)-hexadeca-2,4,7-trienyl ester

Guidance literature:: With sodium azide; In dimethyl sulfoxide; at 90 ℃;
DOI:10.1016/S0040-4039(01)00699-2

Reference yield:

: 76745-20-5
Methyl 5S-benzoyloxy-5-formylvalerate

: 358750-12-6
Benzoic acid (2E,4Z,7Z)-(S)-16-azido-1-(3-methoxycarbonyl-propyl)-hexadeca-2,4,7-trienyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 54 percent / acetone / 5 h / Heating

2: 56 percent / LiHMDS; HMPA / tetrahydrofuran / -98 - -78 °C

3: 99 percent / DDQ; H₂O / tetrahydrofuran / 2 h / 20 °C

4: 92 percent / I₂; PPh₃; imidazole / CH₂Cl₂ / 0 - 20 °C

5: 97 percent / NaN₃ / dimethylsulfoxide / 90 °C

With 1H-imidazole; N,N,N,N,N,N-hexamethylphosphoric triamide; sodium azide; water; iodine; triphenylphosphine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide; acetone; 2: Wittig reaction;
DOI:10.1016/S0040-4039(01)00699-2

Reference yield:

: 80335-91-7
Benzoic acid (E)-(S)-1-(3-methoxycarbonyl-propyl)-4-oxo-but-2-enyl ester

: 358750-12-6
Benzoic acid (2E,4Z,7Z)-(S)-16-azido-1-(3-methoxycarbonyl-propyl)-hexadeca-2,4,7-trienyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 56 percent / LiHMDS; HMPA / tetrahydrofuran / -98 - -78 °C

2: 99 percent / DDQ; H₂O / tetrahydrofuran / 2 h / 20 °C

3: 92 percent / I₂; PPh₃; imidazole / CH₂Cl₂ / 0 - 20 °C

4: 97 percent / NaN₃ / dimethylsulfoxide / 90 °C

With 1H-imidazole; N,N,N,N,N,N-hexamethylphosphoric triamide; sodium azide; water; iodine; triphenylphosphine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide; 1: Wittig reaction;
DOI:10.1016/S0040-4039(01)00699-2