methyl 2-(methyl-2,3,4-tri-O-benzyl-α-D-glucopyranosid-6-yl)-2-phenylacetate

Base Information

Chemical Name:methyl 2-(methyl-2,3,4-tri-O-benzyl-α-D-glucopyranosid-6-yl)-2-phenylacetate
CAS No.:314754-24-0
Molecular Formula:C₃₇H₄₀O₈
Molecular Weight:612.72
Hs Code.:

Synonyms:methyl 2-(methyl-2,3,4-tri-O-benzyl-α-D-glucopyranosid-6-yl)-2-phenylacetate

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Chemical Property of methyl 2-(methyl-2,3,4-tri-O-benzyl-α-D-glucopyranosid-6-yl)-2-phenylacetate

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Technology Process of methyl 2-(methyl-2,3,4-tri-O-benzyl-α-D-glucopyranosid-6-yl)-2-phenylacetate

There total 1 articles about methyl 2-(methyl-2,3,4-tri-O-benzyl-α-D-glucopyranosid-6-yl)-2-phenylacetate 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: 76.0%

: 4358-87-6
(RS)-methyl mandelate

: 76679-47-5
methyl-2,3,4-tri-O-benzyl-6-O-trifluoromethanesulfonyl-α-D-glucopyranoside

: 314754-24-0
methyl 2-(methyl-2,3,4-tri-O-benzyl-α-D-glucopyranosid-6-yl)-2-phenylacetate

Guidance literature:: With sodium hydride; In dichloromethane;
DOI:10.1002/1099-0690(200011)2000:21<3527::aid-ejoc3527>3.3.co;2-g

Reference yield: 56.0%

: 314754-24-0
methyl 2-(methyl-2,3,4-tri-O-benzyl-α-D-glucopyranosid-6-yl)-2-phenylacetate

: methyl 2,3,4-tri-O-benzyl-6-(2-hydroxy-1-phenylethyl)-α-D-glucopyranoside

Guidance literature:: With lithium aluminium tetrahydride; In diethyl ether; Heating;
DOI:10.1002/1099-0690(200011)2000:21<3527::aid-ejoc3527>3.3.co;2-g

Reference yield:

: 314754-24-0
methyl 2-(methyl-2,3,4-tri-O-benzyl-α-D-glucopyranosid-6-yl)-2-phenylacetate

: 61474-61-1
methyl 2,3,4-tri-O-benzyl-6-O-(2,3,4,6-tetra-O-benzyl-D-glucopyranosyl)-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 56 percent / LiAlH₄ / diethyl ether / Heating

2: 67 percent / pyridine / 0.5 h

3: 36 percent / NaH; 15-crown-5 / 1,2-dimethoxy-ethane; dimethylformamide / 3 h / 60 °C

4: DMTST / CH₂Cl₂ / 20 °C

With pyridine; lithium aluminium tetrahydride; 15-crown-5; sodium hydride; dimethyl-(methylthio)-sulphonium trifluoromethanesulphonate; In 1,2-dimethoxyethane; diethyl ether; dichloromethane; N,N-dimethyl-formamide; 1: Reduction / 2: mesylation / 3: Condensation / 4: Rearrangement;
DOI:10.1002/1099-0690(200011)2000:21<3527::aid-ejoc3527>3.3.co;2-g