6,7,8-Trideoxy-1,2-O-(1-methylethylidene)-3-O-(phenylmethyl)-alpha-D-gluco-oct-7-enofuranose

Base Information

Chemical Name:6,7,8-Trideoxy-1,2-O-(1-methylethylidene)-3-O-(phenylmethyl)-alpha-D-gluco-oct-7-enofuranose
CAS No.:106220-95-5
Molecular Formula:C₁₈H₂₄O₅
Molecular Weight:320.386
Hs Code.:
DSSTox Substance ID:DTXSID001123988

Synonyms:DTXSID001123988;106220-95-5;6,7,8-Trideoxy-1,2-O-(1-methylethylidene)-3-O-(phenylmethyl)-alpha-D-gluco-oct-7-enofuranose

Suppliers and Price of 6,7,8-Trideoxy-1,2-O-(1-methylethylidene)-3-O-(phenylmethyl)-alpha-D-gluco-oct-7-enofuranose

Supply Marketing:

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

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Chemical Property of 6,7,8-Trideoxy-1,2-O-(1-methylethylidene)-3-O-(phenylmethyl)-alpha-D-gluco-oct-7-enofuranose

Chemical Property:

XLogP3:2.2
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:6
Exact Mass:320.16237386
Heavy Atom Count:23
Complexity:404

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Canonical SMILES:CC1(OC2C(C(OC2O1)C(CC=C)O)OCC3=CC=CC=C3)C
Isomeric SMILES:CC1(O[C@@H]2[C@H]([C@H](O[C@@H]2O1)[C@@H](CC=C)O)OCC3=CC=CC=C3)C

Technology Process of 6,7,8-Trideoxy-1,2-O-(1-methylethylidene)-3-O-(phenylmethyl)-alpha-D-gluco-oct-7-enofuranose

There total 9 articles about 6,7,8-Trideoxy-1,2-O-(1-methylethylidene)-3-O-(phenylmethyl)-alpha-D-gluco-oct-7-enofuranose 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: 92.0%

: 1826-67-1
vinyl magnesium bromide

: 35781-78-3
5,6-anhydro-3-O-benzyl-1,2-O-isopropylidene-α-D-glucofuranose

: 106220-95-5
3-O-benzyl-1,2-O-isopropylidene-6,7,8-trideoxy-α-D-gluco-oct-7-enofuranose

Guidance literature:: With copper(l) iodide;
DOI:10.1016/0957-4166(95)00228-H

Reference yield: 69.0%

: 23558-05-6
3-O-benzyl-1,2-O-isopropylidene-1,5-D-xylo-dialdofuranose

: 762-72-1
allyl-trimethyl-silane

: 106220-95-5
3-O-benzyl-1,2-O-isopropylidene-6,7,8-trideoxy-α-D-gluco-oct-7-enofuranose

Guidance literature:: boron trifluoride diethyl etherate;
DOI:10.1016/S0040-4020(01)90570-8

Reference yield:

: 23558-05-6
3-O-benzyl-1,2-O-isopropylidene-1,5-D-xylo-dialdofuranose

: 106220-95-5
3-O-benzyl-1,2-O-isopropylidene-6,7,8-trideoxy-α-D-gluco-oct-7-enofuranose

Guidance literature:: Multi-step reaction with 2 steps

1: 80 percent / Zn / tetrahydrofuran / 3 h / Ambient temperature

2: H₂, quinoline / Pd/BaSO₄ / toluene

With quinoline; hydrogen; zinc; Pd-BaSO₄; In tetrahydrofuran; toluene;
DOI:10.1016/S0040-4020(96)01156-8