(5S,6R)-Methyl 5-(benzyloxy)-6,7-dihydroxyheptanoate

Base Information

• Chemical Name: (5S,6R)-Methyl 5-(benzyloxy)-6,7-dihydroxyheptanoate
• CAS No.: 76745-19-2
• Molecular Formula: C₁₅H₂₀O₆
• Molecular Weight: 296.32

Synonyms:(5S,6R)-Methyl 5-(benzyloxy)-6,7-dihydroxyheptanoate

Chemical Property of (5S,6R)-Methyl 5-(benzyloxy)-6,7-dihydroxyheptanoate

Chemical Property:

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Technology Process of (5S,6R)-Methyl 5-(benzyloxy)-6,7-dihydroxyheptanoate

There total 10 articles about (5S,6R)-Methyl 5-(benzyloxy)-6,7-dihydroxyheptanoate 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: 95.0%

(5S,6R)-Methyl 5-(benzyloxy)-6,7-O-isopropylideneheptanoate (111037-30-0) → (5S,6R)-Methyl 5-(benzyloxy)-6,7-dihydroxyheptanoate (76745-19-2)

Guidance literature:

With acidic Amberlyst 15(wet) ion-exchange resin; In methanol; Ambient temperature;

DOI:10.1021/jo00111a044

Reference yield: 80.0%

Benzoic acid (S)-4-methoxycarbonyl-1-(R)-oxiranyl-butyl ester (78606-79-8) → (5S,6R)-Methyl 5-(benzyloxy)-6,7-dihydroxyheptanoate (76745-19-2)

Guidance literature:

With perchloric acid; carbonic acid dimethyl ester; In water;

DOI:10.1016/S0040-4039(01)90241-2

Reference yield: 75.0%

(5R,6R)-epoxy-7-hydroxyheptanoic acid methyl ester (79356-62-0) + benzoic acid (65-85-0,8013-63-6) → (5S,6R)-Methyl 5-(benzyloxy)-6,7-dihydroxyheptanoate (76745-19-2)

Guidance literature:

With titanium(IV) isopropylate; In dichloromethane; for 0.5h;

upstream raw materials:

Benzoic acid (S)-4-methoxycarbonyl-1-(R)-oxiranyl-butyl ester

(5S,6R)-Methyl 5-(benzyloxy)-6,7-O-isopropylideneheptanoate

(5R,6R)-epoxy-7-hydroxyheptanoic acid methyl ester

benzoic acid

Downstream raw materials:

Methyl 5S-benzoyloxy-5-formylvalerate

Leukotriene B

Benzoic acid (2Z,5Z)-(S)-1-(3-methoxycarbonyl-propyl)-6-[(2R,3R)-((Z)-3-oct-2-enyl)-oxiranyl]-hexa-2,5-dienyl ester

Methyl (5S)-5-(Benzoyloxy)-7-bromohept-6-enoate

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