(3S,4S)-3,4-Bis{[4-(benzyloxy)-3-methoxyphenyl]methyl}oxolan-2-one

Base Information

Chemical Name:(3S,4S)-3,4-Bis{[4-(benzyloxy)-3-methoxyphenyl]methyl}oxolan-2-one
CAS No.:116261-30-4
Molecular Formula:C₃₄H₃₄O₆
Molecular Weight:538.64
Hs Code.:
DSSTox Substance ID:DTXSID60553380
Nikkaji Number:J2.952.733D
Wikidata:Q82433945
Mol file:116261-30-4.mol

Synonyms:116261-30-4;(3S,4S)-3,4-Bis{[4-(benzyloxy)-3-methoxyphenyl]methyl}oxolan-2-one;(3S,4S)-3,4-bis[(3-methoxy-4-phenylmethoxyphenyl)methyl]oxolan-2-one;rac Matairesinol Dibenzyl Diether;DTXSID60553380

Suppliers and Price of (3S,4S)-3,4-Bis{[4-(benzyloxy)-3-methoxyphenyl]methyl}oxolan-2-one

Supply Marketing:

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

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

TRC
racMatairesinolDibenzylDiether
100mg
$ 165.00

TRC
racMatairesinolDibenzylDiether
1g
$ 1320.00

Medical Isotopes, Inc.
racMatairesinolDibenzylDiether
100 mg
$ 650.00

Total 2 raw suppliers

Chemical Property of (3S,4S)-3,4-Bis{[4-(benzyloxy)-3-methoxyphenyl]methyl}oxolan-2-one

Chemical Property:

Melting Point:128 °C(Solv: ethyl acetate (141-78-6); hexane (110-54-3))
Boiling Point:701.1±55.0 °C(Predicted)
PSA：63.22000
Density:1.196±0.06 g/cm3(Predicted)
LogP:6.43620
Solubility.:Dichloromethane, Ethyl Acetate, Methanol
XLogP3:6.9
Hydrogen Bond Donor Count:0
Hydrogen Bond Acceptor Count:6
Rotatable Bond Count:12
Exact Mass:538.23553880
Heavy Atom Count:40
Complexity:747

Purity/Quality:

99% ^*data from raw suppliers

racMatairesinolDibenzylDiether ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:COC1=C(C=CC(=C1)CC2COC(=O)C2CC3=CC(=C(C=C3)OCC4=CC=CC=C4)OC)OCC5=CC=CC=C5
Isomeric SMILES:COC1=C(C=CC(=C1)C[C@@H]2COC(=O)[C@H]2CC3=CC(=C(C=C3)OCC4=CC=CC=C4)OC)OCC5=CC=CC=C5
Uses Protected rac Matairesinol (M197850). A plant lignan found in oil seeds, whole grains, vegetables and fruits that may offer health benefits when used in daily diet. It is a precursor to enterolignans that have potential anticancer properties and may reduce the risk of cardiovascular diseases. rac Matairesinol Dibenzyl Diether is a plant lignan found in oil seeds, whole grains, vegetables and fruits that may offer health benefits when used in daily diet. It is a precursor to enterolignans that have potential anticancer properties and may reduce the risk of cardiovascular diseases.

Technology Process of (3S,4S)-3,4-Bis{[4-(benzyloxy)-3-methoxyphenyl]methyl}oxolan-2-one

There total 8 articles about (3S,4S)-3,4-Bis{[4-(benzyloxy)-3-methoxyphenyl]methyl}oxolan-2-one 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: 60.0%

: phenylselenomethyl (E)-(2RS)-2-(4-benzyloxy-3-methoxybenzyl)-4-(4-benzyloxy-3-methoxypheny )-3-butenoate

: (2RS,3SR)-2,3-bis(4-benzyloxy-3-methoxybenzyl)butyrolactone

: 111194-07-1,116126-46-6,116261-30-4,120409-92-9,120409-95-2,124988-59-6
trans-(+/-)-dihydro-3,4-bis<<3-methoxy-4-(phenylmethoxy)phenyl>methyl>-2(3H)-furanone

Guidance literature:: With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In benzene; at 80 ℃; for 4h;
DOI:10.1002/ejoc.200700440

Reference yield:

: 1135-24-6,537-98-4
(E)-3-(4-hydroxy-3-methoxyphenyl)acrylic acid

: 111194-07-1,116126-46-6,116261-30-4,120409-92-9,120409-95-2,124988-59-6
trans-(+/-)-dihydro-3,4-bis<<3-methoxy-4-(phenylmethoxy)phenyl>methyl>-2(3H)-furanone

Guidance literature:: Multi-step reaction with 7 steps

1: 100 percent / H₂ / 5percent Pd(C) / ethyl acetate / 760 Torr

2: KI, K₂CO₃ / acetone / 48 h / Heating

3: 20percent aq. NaOH / acetone / 48 h / Heating

4: 1.)LDA, 2.) I₂ / 1.) THF, from -78 deg C to RT, 5 h, 2.) THF, from -78 deg C to RT, 18 h

5: Ac₂O / 24 h / Heating

6: 24 h / 80 °C

7: 1.) BH₃*THF, 2) aq. HCl / 1.) THF, from -17 deg C to RT, 185 min, 2.)0 degC, 1h

With hydrogenchloride; sodium hydroxide; borane-THF; hydrogen; iodine; acetic anhydride; potassium carbonate; potassium iodide; lithium diisopropyl amide; palladium on activated charcoal; In ethyl acetate; acetone;
DOI:10.1021/jo00255a012

Reference yield:

: 1135-23-5
3-(4-hydroxy-3-methoxyphenyl)propionic acid

: 111194-07-1,116126-46-6,116261-30-4,120409-92-9,120409-95-2,124988-59-6
trans-(+/-)-dihydro-3,4-bis<<3-methoxy-4-(phenylmethoxy)phenyl>methyl>-2(3H)-furanone

Guidance literature:: Multi-step reaction with 6 steps

1: KI, K₂CO₃ / acetone / 48 h / Heating

2: 20percent aq. NaOH / acetone / 48 h / Heating

3: 1.)LDA, 2.) I₂ / 1.) THF, from -78 deg C to RT, 5 h, 2.) THF, from -78 deg C to RT, 18 h

4: Ac₂O / 24 h / Heating

5: 24 h / 80 °C

6: 1.) BH₃*THF, 2) aq. HCl / 1.) THF, from -17 deg C to RT, 185 min, 2.)0 degC, 1h

With hydrogenchloride; sodium hydroxide; borane-THF; iodine; acetic anhydride; potassium carbonate; potassium iodide; lithium diisopropyl amide; In acetone;
DOI:10.1021/jo00255a012