isopropyl 3-O-benzyl-4,6-O-benzylidene-2-O,5-C-methylene-α-D-glucopyranoside

Base Information

Chemical Name:isopropyl 3-O-benzyl-4,6-O-benzylidene-2-O,5-C-methylene-α-D-glucopyranoside
CAS No.:612841-78-8
Molecular Formula:C₂₄H₂₈O₆
Molecular Weight:412.483
Hs Code.:

Synonyms:isopropyl 3-O-benzyl-4,6-O-benzylidene-2-O,5-C-methylene-α-D-glucopyranoside

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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 isopropyl 3-O-benzyl-4,6-O-benzylidene-2-O,5-C-methylene-α-D-glucopyranoside

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Technology Process of isopropyl 3-O-benzyl-4,6-O-benzylidene-2-O,5-C-methylene-α-D-glucopyranoside

There total 9 articles about isopropyl 3-O-benzyl-4,6-O-benzylidene-2-O,5-C-methylene-α-D-glucopyranoside 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: 64.0%

: 67-63-0,8013-70-5
isopropyl alcohol

: 612841-77-7
phenyl 3-O-benzyl-4,6-O-benzylidene-2-O,5-C-methylene-1-thio-β-D-glucopyranoside

: 612841-78-8
isopropyl 3-O-benzyl-4,6-O-benzylidene-2-O,5-C-methylene-α-D-glucopyranoside

Guidance literature:: With N-Bromosuccinimide; at 20 ℃; for 48h;
DOI:10.1016/j.tet.2004.06.009

Reference yield:

: 1125-88-8
benzaldehyde dimethyl acetal

: 612841-78-8
isopropyl 3-O-benzyl-4,6-O-benzylidene-2-O,5-C-methylene-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1.1: 8.28 g / camphorsulphonic acid / dimethylformamide / 14 h / 20 °C

2.1: O₃ / CH₂Cl₂ / 0.03 h / -78 °C

2.2: Me₂S / CH₂Cl₂ / 1 h / -78 - 20 °C

3.1: 858 mg / NaBH₄ / ethanol / 18 h / 20 °C

4.1: pyridine; DMAP / 22 h / 20 °C

5.1: 0.65 g / NaH / dimethylformamide / 18 h / 20 °C

6.1: 64 percent / NBS / 48 h / 20 °C

With pyridine; dmap; sodium tetrahydroborate; N-Bromosuccinimide; camphor-10-sulfonic acid; sodium hydride; ozone; In ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.tet.2004.06.009

Reference yield:

: (2R,3S,4S,5R,6S)-4-Benzyloxy-2-hydroxymethyl-6-phenylsulfanyl-2-vinyl-tetrahydro-pyran-3,5-diol

: 612841-78-8
isopropyl 3-O-benzyl-4,6-O-benzylidene-2-O,5-C-methylene-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1.1: 8.28 g / camphorsulphonic acid / dimethylformamide / 14 h / 20 °C

2.1: O₃ / CH₂Cl₂ / 0.03 h / -78 °C

2.2: Me₂S / CH₂Cl₂ / 1 h / -78 - 20 °C

3.1: 858 mg / NaBH₄ / ethanol / 18 h / 20 °C

4.1: pyridine; DMAP / 22 h / 20 °C

5.1: 0.65 g / NaH / dimethylformamide / 18 h / 20 °C

6.1: 64 percent / NBS / 48 h / 20 °C

With pyridine; dmap; sodium tetrahydroborate; N-Bromosuccinimide; camphor-10-sulfonic acid; sodium hydride; ozone; In ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.tet.2004.06.009