1,6-anhydro-2-desoxy-2,4-di-C-methyl-3-O-(4-methoxybenzyl)-4-O-benzyl-β-D-galactopyranose

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Chemical Name:1,6-anhydro-2-desoxy-2,4-di-C-methyl-3-O-(4-methoxybenzyl)-4-O-benzyl-β-D-galactopyranose
CAS No.:123518-87-6
Molecular Formula:C₂₃H₂₈O₅
Molecular Weight:384.472
Hs Code.:

Synonyms:1,6-anhydro-2-desoxy-2,4-di-C-methyl-3-O-(4-methoxybenzyl)-4-O-benzyl-β-D-galactopyranose

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

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

There total 7 articles about 1,6-anhydro-2-desoxy-2,4-di-C-methyl-3-O-(4-methoxybenzyl)-4-O-benzyl-β-D-galactopyranose 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%

: 123493-66-3
1,6-anhydro-2-desoxy-2,4-di-C-methyl-3-O-(4-methoxybenzyl)-β-D-galactopyranose

: 100-39-0
benzyl bromide

: 123518-87-6
1,6-anhydro-2-desoxy-2,4-di-C-methyl-3-O-(4-methoxybenzyl)-4-O-benzyl-β-D-galactopyranose

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(00)96400-1

Reference yield:

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

: 123518-87-6
1,6-anhydro-2-desoxy-2,4-di-C-methyl-3-O-(4-methoxybenzyl)-4-O-benzyl-β-D-galactopyranose

Guidance literature:: Multi-step reaction with 5 steps

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

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

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

4: 98 percent / tetrahydrofuran / 0.17 h / -40 °C

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

With oxalyl dichloride; potassium tert-butylate; mercury(II) diacetate; sodium hydride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran;
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

: 123518-87-6
1,6-anhydro-2-desoxy-2,4-di-C-methyl-3-O-(4-methoxybenzyl)-4-O-benzyl-β-D-galactopyranose

Guidance literature:: Multi-step reaction with 4 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

With oxalyl dichloride; potassium tert-butylate; mercury(II) diacetate; sodium hydride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran;
DOI:10.1016/S0040-4020(01)96139-3