methyl 2,4-didesoxy-2,4-di-C-methyl-3-O-benzyl-6-oxo-α-D-galactopyranoside

Base Information

Chemical Name:methyl 2,4-didesoxy-2,4-di-C-methyl-3-O-benzyl-6-oxo-α-D-galactopyranoside
CAS No.:81076-94-0
Molecular Formula:C₁₆H₂₂O₄
Molecular Weight:278.348
Hs Code.:

Synonyms:methyl 2,4-didesoxy-2,4-di-C-methyl-3-O-benzyl-6-oxo-α-D-galactopyranoside

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Chemical Property of methyl 2,4-didesoxy-2,4-di-C-methyl-3-O-benzyl-6-oxo-α-D-galactopyranoside

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Technology Process of methyl 2,4-didesoxy-2,4-di-C-methyl-3-O-benzyl-6-oxo-α-D-galactopyranoside

There total 7 articles about methyl 2,4-didesoxy-2,4-di-C-methyl-3-O-benzyl-6-oxo-α-D-galactopyranoside 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: 100.0%

: 81076-90-6
methyl 2,4-didesoxy-2,4-di-C-methyl-3-O-benzyl-α-D-galactopyranoside

: 81076-94-0
methyl 2,4-didesoxy-2,4-di-C-methyl-3-O-benzyl-6-oxo-α-D-galactopyranoside

Guidance literature:: With oxalyl dichloride; dimethyl sulfoxide; In dichloromethane; at -60 ℃; for 0.416667h;
DOI:10.1007/BF00958406

Reference yield:

: 81076-80-4
1,6-anhydro-2-desoxy-2,4-di-C-methyl-3-O-benzyl-4-O-mesyl-β-D-galactopyranose

: 81076-94-0
methyl 2,4-didesoxy-2,4-di-C-methyl-3-O-benzyl-6-oxo-α-D-galactopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 92 percent / i-PrNEt₂ / nitromethane / 32 h / Heating

2: 1.) Cp₂Zr(H)Cl, 1N HCl / 1.) benzene, 2.) 20 deg C

3: 59 percent / 10percent HCl / 0.67 h / 20 °C

4: 100 percent / (COCl)2, DMSO / CH₂Cl₂ / 0.42 h / -60 °C

With hydrogenchloride; Schwartz's reagent; oxalyl dichloride; N,N-diethyl-N-isopropylamine; dimethyl sulfoxide; In nitromethane; dichloromethane;
DOI:10.1007/BF00958406

Reference yield:

: 76706-48-4
1,6-anhydro-2-desoxy-2,4-di-C-methyl-β-D-galactopyranose

: 81076-94-0
methyl 2,4-didesoxy-2,4-di-C-methyl-3-O-benzyl-6-oxo-α-D-galactopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: CH₃SOCH₂Na

2: 82 percent / pyridine / CH₂Cl₂ / 48 h / 20 °C

3: 92 percent / i-Pr₂NEt / nitromethane / molecular sieves (4 Angstroem), nitromethane, reflux, 20 h

4: hydrogen / Raney-Ni / Pd/C or LiAlH₄ and transition metal halide

5: 59 percent / 10percent HCl / 0.5 h / 20 °C

6: 94 percent / DMSO, (COCl)2

With pyridine; hydrogenchloride; oxalyl dichloride; hydrogen; sodium methylsulfinylmethanide; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; nickel; In nitromethane; dichloromethane;
DOI:10.1016/S0040-4039(01)82945-2