(6R)-methyl-3-O-benzyl-2-O-methoxymethyl-4-C-benzyloxymethyl-6,7-O-isopropyl-β-L-altrofuranoside

Base Information

Chemical Name:(6R)-methyl-3-O-benzyl-2-O-methoxymethyl-4-C-benzyloxymethyl-6,7-O-isopropyl-β-L-altrofuranoside
CAS No.:250584-44-2
Molecular Formula:C₃₅H₄₄O₉
Molecular Weight:608.729
Hs Code.:

Synonyms:(6R)-methyl-3-O-benzyl-2-O-methoxymethyl-4-C-benzyloxymethyl-6,7-O-isopropyl-β-L-altrofuranoside

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Chemical Property of (6R)-methyl-3-O-benzyl-2-O-methoxymethyl-4-C-benzyloxymethyl-6,7-O-isopropyl-β-L-altrofuranoside

Chemical Property:

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Technology Process of (6R)-methyl-3-O-benzyl-2-O-methoxymethyl-4-C-benzyloxymethyl-6,7-O-isopropyl-β-L-altrofuranoside

There total 5 articles about (6R)-methyl-3-O-benzyl-2-O-methoxymethyl-4-C-benzyloxymethyl-6,7-O-isopropyl-β-L-altrofuranoside 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:

: 100-39-0
benzyl bromide

: 250584-40-8
(6R)-methyl-3-O-benzyl-2-O-methoxymethyl-4-C-hydroxymethyl-6,7-O-isopropyl-α-D-galacto/α-D-gluco/β-L-altrofuranoside

: 250584-41-9
(6R)-methyl-3-O-benzyl-2-O-methoxymethyl-4-C-benzyloxymethyl-6,7-O-isopropyl-α-D-galactofuranoside

: 250584-44-2
(6R)-methyl-3-O-benzyl-2-O-methoxymethyl-4-C-benzyloxymethyl-6,7-O-isopropyl-β-L-altrofuranoside

: (6R)-methyl-3-O-benzyl-2-O-methoxymethyl-4-C-benzyloxymethyl-6,7-O-isopropyl-α-D-glucofuranoside

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 1.5h;
DOI:10.1016/S0040-4020(99)00637-7

Reference yield:

: methyl (methyl-3-O-benzyl-α,β-D-xylofuranoside) uronate

: 250584-44-2
(6R)-methyl-3-O-benzyl-2-O-methoxymethyl-4-C-benzyloxymethyl-6,7-O-isopropyl-β-L-altrofuranoside

Guidance literature:: Multi-step reaction with 4 steps

1: iPr₂NEt / CH₂Cl₂ / 168000 h / 20 °C

2: 66 percent / KHMDS; CeCl₃ / toluene; tetrahydrofuran / -100 - -20 °C

3: 68 percent / LiAlH₄ / diethyl ether / 2 h / 20 °C

4: NaH / dimethylformamide / 1.5 h / 0 - 20 °C

With lithium aluminium tetrahydride; cerium(III) chloride; potassium hexamethylsilazane; sodium hydride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide; toluene; 1: Alkylation / 2: Condensation / 3: Reduction / 4: Alkylation;
DOI:10.1016/S0040-4020(99)00637-7

Reference yield:

: 15186-48-8
2,3-isopropylidene-glyceraldehyde

: 250584-44-2
(6R)-methyl-3-O-benzyl-2-O-methoxymethyl-4-C-benzyloxymethyl-6,7-O-isopropyl-β-L-altrofuranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 66 percent / KHMDS; CeCl₃ / toluene; tetrahydrofuran / -100 - -20 °C

2: 68 percent / LiAlH₄ / diethyl ether / 2 h / 20 °C

3: NaH / dimethylformamide / 1.5 h / 0 - 20 °C

With lithium aluminium tetrahydride; cerium(III) chloride; potassium hexamethylsilazane; sodium hydride; In tetrahydrofuran; diethyl ether; N,N-dimethyl-formamide; toluene; 1: Condensation / 2: Reduction / 3: Alkylation;
DOI:10.1016/S0040-4020(99)00637-7