(3R,4S,5S)-5-benzyloxy-3-methoxy-4-(4-methoxybenzyloxy)hept-6-enoic acid

Base Information

Chemical Name:(3R,4S,5S)-5-benzyloxy-3-methoxy-4-(4-methoxybenzyloxy)hept-6-enoic acid
CAS No.:917096-25-4
Molecular Formula:C₂₃H₂₈O₆
Molecular Weight:400.472
Hs Code.:

Synonyms:(3R,4S,5S)-5-benzyloxy-3-methoxy-4-(4-methoxybenzyloxy)hept-6-enoic acid

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Chemical Property of (3R,4S,5S)-5-benzyloxy-3-methoxy-4-(4-methoxybenzyloxy)hept-6-enoic acid

Chemical Property:

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Technology Process of (3R,4S,5S)-5-benzyloxy-3-methoxy-4-(4-methoxybenzyloxy)hept-6-enoic acid

There total 13 articles about (3R,4S,5S)-5-benzyloxy-3-methoxy-4-(4-methoxybenzyloxy)hept-6-enoic acid 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:

: 917096-32-3
methyl (3R,4S,5S)-5-benzyloxy-3-methoxy-4-(4-methoxybenzyloxy)hept-6-enoate

: 917096-25-4
(3R,4S,5S)-5-benzyloxy-3-methoxy-4-(4-methoxybenzyloxy)hept-6-enoic acid

Guidance literature:: With lithium hydroxide; In tetrahydrofuran; water; for 12h;
DOI:10.1016/j.tetlet.2006.09.145

Reference yield:

: C₂₄H₂₈O₇

: 917096-25-4
(3R,4S,5S)-5-benzyloxy-3-methoxy-4-(4-methoxybenzyloxy)hept-6-enoic acid

Guidance literature:: Multi-step reaction with 3 steps

1: 421 mg / NaOMe / methanol / 3 h / 20 °C / pH 9 - 10

2: 75 percent / TMSOTf / CH₂Cl₂ / 3 h

3: LiOH*H₂O / tetrahydrofuran; H₂O / 12 h / 20 °C

With lithium hydroxide; trimethylsilyl trifluoromethanesulfonate; sodium methylate; In tetrahydrofuran; methanol; dichloromethane; water;
DOI:10.1016/j.carres.2007.04.013

Reference yield:

: 947305-48-8
methyl (3R,4R,5R)-5-hydroxy-3-methoxy-4-(4-methoxybenzyloxy)hept-6-enoate

: 917096-25-4
(3R,4S,5S)-5-benzyloxy-3-methoxy-4-(4-methoxybenzyloxy)hept-6-enoic acid

Guidance literature:: Multi-step reaction with 4 steps

1: Ph₃P; DEAD / tetrahydrofuran / 2 h / 20 °C

2: 421 mg / NaOMe / methanol / 3 h / 20 °C / pH 9 - 10

3: 75 percent / TMSOTf / CH₂Cl₂ / 3 h

4: LiOH*H₂O / tetrahydrofuran; H₂O / 12 h / 20 °C

With lithium hydroxide; trimethylsilyl trifluoromethanesulfonate; sodium methylate; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; methanol; dichloromethane; water; 1: Mitsunobu reaction;
DOI:10.1016/j.carres.2007.04.013