1,6-anhydro-2-desoxy-2-C-methyl-4-O-allyl-3-O-(4-methoxybenzyl)-β-D-glucopyranose

Base Information

Chemical Name:1,6-anhydro-2-desoxy-2-C-methyl-4-O-allyl-3-O-(4-methoxybenzyl)-β-D-glucopyranose
CAS No.:123493-63-0
Molecular Formula:C₁₈H₂₄O₅
Molecular Weight:320.386
Hs Code.:

Synonyms:1,6-anhydro-2-desoxy-2-C-methyl-4-O-allyl-3-O-(4-methoxybenzyl)-β-D-glucopyranose

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Chemical Property of 1,6-anhydro-2-desoxy-2-C-methyl-4-O-allyl-3-O-(4-methoxybenzyl)-β-D-glucopyranose

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Technology Process of 1,6-anhydro-2-desoxy-2-C-methyl-4-O-allyl-3-O-(4-methoxybenzyl)-β-D-glucopyranose

There total 2 articles about 1,6-anhydro-2-desoxy-2-C-methyl-4-O-allyl-3-O-(4-methoxybenzyl)-β-D-glucopyranose 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: 95.0%

: 91510-64-4
4-O-allyl-1,6-anhydro-2-deoxy-2-C-methyl-β-D-glucopyranose

: 824-94-2
p-methoxybenzyl chloride

: 123493-63-0
1,6-anhydro-2-desoxy-2-C-methyl-4-O-allyl-3-O-(4-methoxybenzyl)-β-D-glucopyranose

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; for 2h;
DOI:10.1007/BF00958057

Reference yield:

: 91510-63-3
4-O-Allyl-1,6:2,3-dianhydro-β-D-mannopyranose

: 123493-63-0
1,6-anhydro-2-desoxy-2-C-methyl-4-O-allyl-3-O-(4-methoxybenzyl)-β-D-glucopyranose

Guidance literature:: Multi-step reaction with 2 steps

1: 100 percent / diethyl ether

2: 1) NaH / 1) DMF, 1.5 h, 2) 2.5 h

With sodium hydride; In diethyl ether;
DOI:10.1016/S0040-4020(01)96139-3

Reference yield:

: 123493-63-0
1,6-anhydro-2-desoxy-2-C-methyl-4-O-allyl-3-O-(4-methoxybenzyl)-β-D-glucopyranose

: 123493-62-9
1,6-anhydro-2,3-didesoxy-2,4-di-C-methyl-4-O-benzyl-β-D-galactopyranose

Guidance literature:: Multi-step reaction with 7 steps

1: 1) t-BuOK, 2) Hg(OAc)2 / 1) DMSO, 2 h, 2) acetone, H₂O, 10 min

2: 1) (COCl)2, DMSO, 2) Et₃N / 1) CH₂Cl₂, -60 deg C, 25 min, 2) -60 deg C up to 0 deg C, 3 min

3: 98 percent / tetrahydrofuran / 0.17 h / -40 °C

4: 1) NaH / 1) DMF, 1.5 h, 2) 10 deg C, 2 h

5: 85 percent / DDQ / CH₂Cl₂; H₂O / 0.33 h

7: Bu₃SnH / AIBN / toluene / 2 h / Heating

With oxalyl dichloride; potassium tert-butylate; mercury(II) diacetate; tri-n-butyl-tin hydride; sodium hydride; dimethyl sulfoxide; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; 2,2'-azobis(isobutyronitrile); In tetrahydrofuran; dichloromethane; water; toluene;
DOI:10.1016/S0040-4020(01)96139-3