2,5-anhydro-1-O-t-butyldimethylsilyl-6-O-triphenylmethyl-D-erythro-hex-3,4-enitol

Base Information

Chemical Name:2,5-anhydro-1-O-t-butyldimethylsilyl-6-O-triphenylmethyl-D-erythro-hex-3,4-enitol
CAS No.:198775-23-4
Molecular Formula:C₃₁H₃₈O₃Si
Molecular Weight:486.726
Hs Code.:

Synonyms:2,5-anhydro-1-O-t-butyldimethylsilyl-6-O-triphenylmethyl-D-erythro-hex-3,4-enitol

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Chemical Property of 2,5-anhydro-1-O-t-butyldimethylsilyl-6-O-triphenylmethyl-D-erythro-hex-3,4-enitol

Chemical Property:

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Technology Process of 2,5-anhydro-1-O-t-butyldimethylsilyl-6-O-triphenylmethyl-D-erythro-hex-3,4-enitol

There total 10 articles about 2,5-anhydro-1-O-t-butyldimethylsilyl-6-O-triphenylmethyl-D-erythro-hex-3,4-enitol 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: 69.0%

: 198775-21-2
2,5-anhydro-1-O-t-butyldimethylsilyl-6-O-triphenylmethyl-D-glucitol

: 198775-23-4
2,5-anhydro-1-O-t-butyldimethylsilyl-6-O-triphenylmethyl-D-erythro-hex-3,4-enitol

Guidance literature:: 2,5-anhydro-1-O-t-butyldimethylsilyl-6-O-triphenylmethyl-D-glucitol; With pyridine; dmap; phenylcarbonochloridothioate; In dichloromethane;

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In toluene; for 2h; Reflux;
DOI:10.1080/15257770903306518

Reference yield:

: 37699-02-8,94273-27-5,94283-95-1,122194-15-4
(3S,4R,5R)-3,4-Bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-carbaldehyde

: 198775-23-4
2,5-anhydro-1-O-t-butyldimethylsilyl-6-O-triphenylmethyl-D-erythro-hex-3,4-enitol

Guidance literature:: Multi-step reaction with 9 steps

1: NaBH₄

2: H₂ / Pd/C

3: HClO₄

4: pyridine

5: H₂SO₄ / methanol

6: imidazole / dimethylformamide

7: i-Pr₂NH

8: pyridine

9: 1.) PhOCSCl, DMAP, 2.) Bn₃SnH, AIBN / 1.) Py, 2.) TolH, reflux

With 1H-imidazole; dmap; sodium tetrahydroborate; perchloric acid; tribenzyltin hydride; 2,2'-azobis(isobutyronitrile); sulfuric acid; hydrogen; diisopropylamine; phenylcarbonochloridothioate; palladium on activated charcoal; In pyridine; methanol; N,N-dimethyl-formamide;
DOI:10.1080/07328319708006130

Reference yield:

: 198775-13-2
((3R,4R,5R)-3,4-Bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl)-methanol

: 198775-23-4
2,5-anhydro-1-O-t-butyldimethylsilyl-6-O-triphenylmethyl-D-erythro-hex-3,4-enitol

Guidance literature:: Multi-step reaction with 8 steps

1: H₂ / Pd/C

2: HClO₄

3: pyridine

4: H₂SO₄ / methanol

5: imidazole / dimethylformamide

6: i-Pr₂NH

7: pyridine

8: 1.) PhOCSCl, DMAP, 2.) Bn₃SnH, AIBN / 1.) Py, 2.) TolH, reflux

With 1H-imidazole; dmap; perchloric acid; tribenzyltin hydride; 2,2'-azobis(isobutyronitrile); sulfuric acid; hydrogen; diisopropylamine; phenylcarbonochloridothioate; palladium on activated charcoal; In pyridine; methanol; N,N-dimethyl-formamide;
DOI:10.1080/07328319708006130