(S)-hept-6-en-2-yl (3R,4S,5S)-5-benzyloxy-3-methoxy-4-(4-methoxybenzyloxy)hept-6-enoate

Base Information

Chemical Name:(S)-hept-6-en-2-yl (3R,4S,5S)-5-benzyloxy-3-methoxy-4-(4-methoxybenzyloxy)hept-6-enoate
CAS No.:917096-34-5
Molecular Formula:C₃₀H₄₀O₆
Molecular Weight:496.644
Hs Code.:

Synonyms:(S)-hept-6-en-2-yl (3R,4S,5S)-5-benzyloxy-3-methoxy-4-(4-methoxybenzyloxy)hept-6-enoate

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Chemical Property of (S)-hept-6-en-2-yl (3R,4S,5S)-5-benzyloxy-3-methoxy-4-(4-methoxybenzyloxy)hept-6-enoate

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Technology Process of (S)-hept-6-en-2-yl (3R,4S,5S)-5-benzyloxy-3-methoxy-4-(4-methoxybenzyloxy)hept-6-enoate

There total 16 articles about (S)-hept-6-en-2-yl (3R,4S,5S)-5-benzyloxy-3-methoxy-4-(4-methoxybenzyloxy)hept-6-enoate 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: 78.0%

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

: 88980-13-6
(S)-hept-6-en-2-ol

: 917096-34-5
(S)-hept-6-en-2-yl (3R,4S,5S)-5-benzyloxy-3-methoxy-4-(4-methoxybenzyloxy)hept-6-enoate

Guidance literature:: With dmap; 2,4,6-trichlorobenzoyl chloride; triethylamine; In tetrahydrofuran; for 18h;
DOI:10.1016/j.tetlet.2006.09.145

Reference yield:

: C₃₀H₂₉Cl₃O₇

: 88980-13-6
(S)-hept-6-en-2-ol

: 917096-34-5
(S)-hept-6-en-2-yl (3R,4S,5S)-5-benzyloxy-3-methoxy-4-(4-methoxybenzyloxy)hept-6-enoate

Guidance literature:: With dmap; In tetrahydrofuran; at 20 ℃; for 18h;
DOI:10.1016/j.carres.2007.04.013

Reference yield:

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

: 917096-34-5
(S)-hept-6-en-2-yl (3R,4S,5S)-5-benzyloxy-3-methoxy-4-(4-methoxybenzyloxy)hept-6-enoate

Guidance literature:: Multi-step reaction with 3 steps

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

2: Et₃N / tetrahydrofuran / 1 h / 20 °C

3: 196 mg / DMAP / tetrahydrofuran / 18 h / 20 °C

With dmap; lithium hydroxide; triethylamine; In tetrahydrofuran; water; 2: Yamaguchi esterification / 3: Yamaguchi esterification;
DOI:10.1016/j.carres.2007.04.013