methyl 2,6-di-O-benzyl-3,4-O-isopropylidene-5-C-methoxy-β-D-talopyranoside

Base Information

Chemical Name:methyl 2,6-di-O-benzyl-3,4-O-isopropylidene-5-C-methoxy-β-D-talopyranoside
CAS No.:259751-64-9
Molecular Formula:C₂₅H₃₂O₇
Molecular Weight:444.525
Hs Code.:

Synonyms:methyl 2,6-di-O-benzyl-3,4-O-isopropylidene-5-C-methoxy-β-D-talopyranoside

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Chemical Property of methyl 2,6-di-O-benzyl-3,4-O-isopropylidene-5-C-methoxy-β-D-talopyranoside

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Technology Process of methyl 2,6-di-O-benzyl-3,4-O-isopropylidene-5-C-methoxy-β-D-talopyranoside

There total 9 articles about methyl 2,6-di-O-benzyl-3,4-O-isopropylidene-5-C-methoxy-β-D-talopyranoside 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: 70.0%

: 100-39-0
benzyl bromide

: 259751-61-6
methyl 3,4-O-isopropylidene-5-C-methoxy-β-D-talopyranoside

: 259751-64-9
methyl 2,6-di-O-benzyl-3,4-O-isopropylidene-5-C-methoxy-β-D-talopyranoside

Guidance literature:: With potassium hydroxide; 18-crown-6 ether; In tetrahydrofuran; water; at 20 ℃; for 5h;
DOI:10.1080/07328309908544053

Reference yield:

: 134039-09-1
methyl 2,6-di-O-benzyl-5-C-methoxy-β-D-galactopyranoside

: 259751-64-9
methyl 2,6-di-O-benzyl-3,4-O-isopropylidene-5-C-methoxy-β-D-talopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: 88 percent / pTsOH / 3 h / 20 °C

2: 1.68 g / H₂ / Pd(OH)2/C / ethyl acetate / 3 h

3: 95 percent / Novozym N₄₃₅ lipase / various solvent(s) / 192 h / 43 °C

4: 576 mg / NMO; TPAP; molecular sieves / CH₂Cl₂ / 1 h / 20 °C

5: 80 percent / NaBH₄ / methanol / 2 h / 20 °C

6: 70 percent / KOH; 18-crown-6 / tetrahydrofuran; H₂O / 5 h / 20 °C

With potassium hydroxide; sodium tetrahydroborate; N-methyl-2-indolinone; molecular sieve; tetrapropylammonium perruthennate; 18-crown-6 ether; Novozym N₄₃₅ lipase; hydrogen; toluene-4-sulfonic acid; palladium dihydroxide; In tetrahydrofuran; methanol; dichloromethane; water; ethyl acetate; 1: Alkylation / 2: Catalytic hydrogenation / 3: Acetylation / 4: Oxidation / 5: Reduction / 5: Substitution / 6: Alkylation;
DOI:10.1080/07328309908544053

Reference yield:

: 259751-55-8
methyl 2,6-di-O-benzyl-3,4-O-isopropylidene-5-C-methoxy-β-D-galactopyranoside

: 259751-64-9
methyl 2,6-di-O-benzyl-3,4-O-isopropylidene-5-C-methoxy-β-D-talopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 1.68 g / H₂ / Pd(OH)2/C / ethyl acetate / 3 h

2: 95 percent / Novozym N₄₃₅ lipase / various solvent(s) / 192 h / 43 °C

3: 576 mg / NMO; TPAP; molecular sieves / CH₂Cl₂ / 1 h / 20 °C

4: 80 percent / NaBH₄ / methanol / 2 h / 20 °C

5: 70 percent / KOH; 18-crown-6 / tetrahydrofuran; H₂O / 5 h / 20 °C

With potassium hydroxide; sodium tetrahydroborate; N-methyl-2-indolinone; molecular sieve; tetrapropylammonium perruthennate; 18-crown-6 ether; Novozym N₄₃₅ lipase; hydrogen; palladium dihydroxide; In tetrahydrofuran; methanol; dichloromethane; water; ethyl acetate; 1: Catalytic hydrogenation / 2: Acetylation / 3: Oxidation / 4: Reduction / 4: Substitution / 5: Alkylation;
DOI:10.1080/07328309908544053