D-arabino-Hexitol, 1,5-anhydro-2-deoxy-4,6-O-[(R)-phenylmethylene]-, benzoate

Base Information

Chemical Name:D-arabino-Hexitol, 1,5-anhydro-2-deoxy-4,6-O-[(R)-phenylmethylene]-, benzoate
CAS No.:438216-14-9
Molecular Formula:C₂₀H₂₀O₅
Molecular Weight:340.376
Hs Code.:
DSSTox Substance ID:DTXSID701140113

Synonyms:DTXSID701140113;D-arabino-Hexitol, 1,5-anhydro-2-deoxy-4,6-O-[(R)-phenylmethylene]-, benzoate;438216-14-9

Suppliers and Price of D-arabino-Hexitol, 1,5-anhydro-2-deoxy-4,6-O-[(R)-phenylmethylene]-, benzoate

Supply Marketing:

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

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Chemical Property of D-arabino-Hexitol, 1,5-anhydro-2-deoxy-4,6-O-[(R)-phenylmethylene]-, benzoate

Chemical Property:

XLogP3:3.1
Hydrogen Bond Donor Count:0
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:4
Exact Mass:340.13107373
Heavy Atom Count:25
Complexity:441

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Canonical SMILES:C1COC2COC(OC2C1OC(=O)C3=CC=CC=C3)C4=CC=CC=C4
Isomeric SMILES:C1CO[C@@H]2CO[C@H](O[C@H]2[C@@H]1OC(=O)C3=CC=CC=C3)C4=CC=CC=C4

Technology Process of D-arabino-Hexitol, 1,5-anhydro-2-deoxy-4,6-O-[(R)-phenylmethylene]-, benzoate

There total 1 articles about D-arabino-Hexitol, 1,5-anhydro-2-deoxy-4,6-O-[(R)-phenylmethylene]-, benzoate 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: 97.0%

: 135214-83-4
1,5-Anhydro-2-deoxy-4,6-O-(phenylmethylene)-D-arabino-hexopyranoside

: 98-88-4
benzoyl chloride

: 438216-14-9
3-O-benzoyl-4,6-O-benzylidene-1,2-dideoxy-D-glucopyranose

Guidance literature:: With dmap; triethylamine; In dichloromethane; at 20 ℃; for 2h;
DOI:10.1021/jo0110956

Reference yield: 92.0%

: 438216-14-9
3-O-benzoyl-4,6-O-benzylidene-1,2-dideoxy-D-glucopyranose

: 438216-15-0
3-O-benzoyl-6-O-benzyl-1,2-dideoxy-D-glucopyranose

Guidance literature:: With hydrogenchloride; 4 A molecular sieve; sodium cyanoborohydride; In tetrahydrofuran; diethyl ether; at 20 ℃;
DOI:10.1021/jo0110956

Reference yield:

: 438216-14-9
3-O-benzoyl-4,6-O-benzylidene-1,2-dideoxy-D-glucopyranose

: (3-O-[(S)-1-(oxycarbonyl)-2-cyclohexylethyloxy]-β-D-galactopyranosyl-O-(1->3)-[α-L-fucopyranosyl)-O-(1->4)]-1,2-dideoxy-D-glucopyranose

Guidance literature:: Multi-step reaction with 7 steps

1.1: 92 percent / NaBH₃CN; HCl; 4 Angstroem molecular sieves / diethyl ether; tetrahydrofuran / 20 °C

2.1: 1,1,3,3-tetramethylurea; 4 Angsroem molecular sieves / CH₂Cl₂ / 20 °C

2.2: AgOTf / CH₂Cl₂ / 24 h / 20 °C

3.1: 85 percent / NaOMe / methanol / 2 h / 45 °C

4.1: NaH / tetrahydrofuran / 0.5 h / 0 °C

4.2: 48 percent / AgOTf; 4 Angstroem molecular sieves / CH₂Cl₂ / 0 - 20 °C

5.1: aq. LiOH / tetrahydrofuran / 48 h / 20 °C

6.1: 90 percent / NaOme / methanol / 2 h / Heating

7.1: H₂; AcOH / Pd(OH)2/C / dioxane / 40 h / 20 °C

With hydrogenchloride; lithium hydroxide; 4 A molecular sieve; hydrogen; sodium methylate; sodium hydride; sodium cyanoborohydride; acetic acid; tetramethylurea; palladium dihydroxide; In tetrahydrofuran; 1,4-dioxane; methanol; diethyl ether; dichloromethane;
DOI:10.1021/jo0110956