cis-(E)-7-methyl-4-<3-(benzyloxy)propyl>-10-(benzyloxy)-5-hydroxy-6-decenoic acid δ-lactone

Base Information

Chemical Name:cis-(E)-7-methyl-4-<3-(benzyloxy)propyl>-10-(benzyloxy)-5-hydroxy-6-decenoic acid δ-lactone
CAS No.:100571-39-9
Molecular Formula:C₂₈H₃₆O₄
Molecular Weight:436.591
Hs Code.:

Synonyms:

Suppliers and Price of cis-(E)-7-methyl-4-<3-(benzyloxy)propyl>-10-(benzyloxy)-5-hydroxy-6-decenoic acid δ-lactone

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of cis-(E)-7-methyl-4-<3-(benzyloxy)propyl>-10-(benzyloxy)-5-hydroxy-6-decenoic acid δ-lactone

Chemical Property:

Purity/Quality:: 99% ，98% ^*data from raw suppliers

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Technology Process of cis-(E)-7-methyl-4-<3-(benzyloxy)propyl>-10-(benzyloxy)-5-hydroxy-6-decenoic acid δ-lactone

There total 13 articles about cis-(E)-7-methyl-4-<3-(benzyloxy)propyl>-10-(benzyloxy)-5-hydroxy-6-decenoic acid δ-lactone 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:

: (5R,6R)-6-((E)-5-Benzyloxy-2-methyl-pent-1-enyl)-5-(3-benzyloxy-propyl)-tetrahydro-pyran-2-ol

: 100571-39-9,100571-40-2
trans-(E)-7-methyl-4-<3-(benzyloxy)propyl>-10-(benzyloxy)-5-hydroxy-6-decenoic acid δ-lactone

Guidance literature:: With sodium acetate; pyridinium chlorochromate; In dichloromethane; for 2h; Yield given; Ambient temperature;
DOI:10.1021/jo00356a022

Reference yield:

: (5R,6S)-6-((E)-5-Benzyloxy-2-methyl-pent-1-enyl)-5-(3-benzyloxy-propyl)-tetrahydro-pyran-2-ol

: 100571-39-9,100571-40-2
cis-(E)-7-methyl-4-<3-(benzyloxy)propyl>-10-(benzyloxy)-5-hydroxy-6-decenoic acid δ-lactone

Guidance literature:: With sodium acetate; pyridinium chlorochromate; In dichloromethane; for 2h; Yield given; Ambient temperature;
DOI:10.1021/jo00356a022

Reference yield:

: 5390-04-5
pent-1-yn-5-ol

: 100571-39-9,100571-40-2
cis-(E)-7-methyl-4-<3-(benzyloxy)propyl>-10-(benzyloxy)-5-hydroxy-6-decenoic acid δ-lactone

Guidance literature:: Multi-step reaction with 8 steps

1: 1.) NaH / 1.) THF, RT, 4 h, 2.) THF, overnight

2: 1.) n-BuLi / 1.) THF, hexane, -78 deg C, 1 h, 2.) THF, hexane, from -78 deg C to RT, overnight

3: 90 percent / MnO₂ / CH₂Cl₂ / Ambient temperature

4: 1.) n-Bu₃SnH, AIBN, 2.) TiCl₄ / 1.) benzene, reflux, 3 h, 2.) CH₂Cl₂, -78 deg C, 2 h

5: 1.) NaAlH₂(OCH₂CH₂OEt)2 (Red-Al), 2.) I₂ / 1.) THF, toluene, RT, overnight, 2.) THF, toluene, AcOEt, -78 deg C, 30 min

6: 1.) CuI / 1.) THF, Et₂O, 0 deg C, 2.) THF, Et₂O, 0 deg C, overnight

7: H₂, 2, Ph₃P / ethyl acetate / 5 h / 100 °C / 18100.2 Torr

8: pyridinium chlorochromate, NaOAc / CH₂Cl₂ / 2 h / Ambient temperature

With manganese(IV) oxide; dirhodium tetraacetate; copper(l) iodide; n-butyllithium; 2,2'-azobis(isobutyronitrile); NaAlH₂(OCH₂CH₂OEt)2; hydrogen; iodine; tri-n-butyl-tin hydride; sodium acetate; titanium tetrachloride; sodium hydride; triphenylphosphine; pyridinium chlorochromate; In dichloromethane; ethyl acetate;
DOI:10.1021/jo00356a022