methyl 2-O-benzyl-6-deoxy-3,4-bis(O-methoxymethyl)-α-D-xylo-hex-5-enopyranoside

Base Information

Chemical Name:methyl 2-O-benzyl-6-deoxy-3,4-bis(O-methoxymethyl)-α-D-xylo-hex-5-enopyranoside
CAS No.:136471-97-1
Molecular Formula:C₁₈H₂₆O₇
Molecular Weight:354.4
Hs Code.:

Synonyms:methyl 2-O-benzyl-6-deoxy-3,4-bis(O-methoxymethyl)-α-D-xylo-hex-5-enopyranoside

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Chemical Property of methyl 2-O-benzyl-6-deoxy-3,4-bis(O-methoxymethyl)-α-D-xylo-hex-5-enopyranoside

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Technology Process of methyl 2-O-benzyl-6-deoxy-3,4-bis(O-methoxymethyl)-α-D-xylo-hex-5-enopyranoside

There total 7 articles about methyl 2-O-benzyl-6-deoxy-3,4-bis(O-methoxymethyl)-α-D-xylo-hex-5-enopyranoside 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: 86.0%

: 100-39-0
benzyl bromide

: 160835-77-8
methyl 6-deoxy-3,4-bis(O-methoxymethyl)-α-D-xylo-hex-5-enopyranoside

: 136471-97-1
methyl 2-O-benzyl-6-deoxy-3,4-bis(O-methoxymethyl)-α-D-xylo-hex-5-enopyranoside

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; 1.) room temp., 30 min, 2.) room temp., 1 h;
DOI:10.1021/jo00124a023

Reference yield:

: 136471-96-0
Methyl 6-deoxy-3,4-bis-O-(methoxymethyl)-2-O-(p-toluenesulfonyl)-α-D-xylo-5-hexenopyranoside

: 136471-97-1
methyl 2-O-benzyl-6-deoxy-3,4-bis(O-methoxymethyl)-α-D-xylo-hex-5-enopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 90 percent / NaOMe / methanol / 60 h / Heating

2: 86 percent / NaH / dimethylformamide / 1.) room temp., 30 min, 2.) room temp., 1 h

With sodium methylate; sodium hydride; In methanol; N,N-dimethyl-formamide;
DOI:10.1021/jo00124a023

Reference yield:

: 54497-89-1
methyl 2,6-bis-α-D-glucopyranoside

: 136471-97-1
methyl 2-O-benzyl-6-deoxy-3,4-bis(O-methoxymethyl)-α-D-xylo-hex-5-enopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: P₂O₅ / CHCl₃ / 1 h / 0 °C

2: NaI, n-Bu₄NI, 4 Angstroem molecular sieves / dimethylsulfoxide / 2 h / 90 °C

3: DBU / dimethylsulfoxide / 20 h / 90 °C

4: 90 percent / NaOMe / methanol / 60 h / Heating

5: 86 percent / NaH / dimethylformamide / 1.) room temp., 30 min, 2.) room temp., 1 h

With 4 A molecular sieve; sodium methylate; phosphorus pentoxide; tetra-(n-butyl)ammonium iodide; sodium hydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; sodium iodide; In methanol; chloroform; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1021/jo00124a023