methyl (R)-2-phenyl-2-({(2S,4S)-4-[(tetra-O-benzyl-α-D-glucopyranosyl)methyl]-6-(thiazol-2-yl)-3,4-dihydro-2H-pyran-2-yl}oxy)acetate

Base Information

Chemical Name:methyl (R)-2-phenyl-2-({(2S,4S)-4-[(tetra-O-benzyl-α-D-glucopyranosyl)methyl]-6-(thiazol-2-yl)-3,4-dihydro-2H-pyran-2-yl}oxy)acetate
CAS No.:912344-38-8
Molecular Formula:C₅₂H₅₃NO₉S
Molecular Weight:868.06
Hs Code.:

Synonyms:methyl (R)-2-phenyl-2-({(2S,4S)-4-[(tetra-O-benzyl-α-D-glucopyranosyl)methyl]-6-(thiazol-2-yl)-3,4-dihydro-2H-pyran-2-yl}oxy)acetate

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Chemical Property of methyl (R)-2-phenyl-2-({(2S,4S)-4-[(tetra-O-benzyl-α-D-glucopyranosyl)methyl]-6-(thiazol-2-yl)-3,4-dihydro-2H-pyran-2-yl}oxy)acetate

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Technology Process of methyl (R)-2-phenyl-2-({(2S,4S)-4-[(tetra-O-benzyl-α-D-glucopyranosyl)methyl]-6-(thiazol-2-yl)-3,4-dihydro-2H-pyran-2-yl}oxy)acetate

There total 9 articles about methyl (R)-2-phenyl-2-({(2S,4S)-4-[(tetra-O-benzyl-α-D-glucopyranosyl)methyl]-6-(thiazol-2-yl)-3,4-dihydro-2H-pyran-2-yl}oxy)acetate 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: 83.0%

: 912344-29-7
(E)-4-(tetra-O-benzyl-α-D-galactopyranosyl)-1-(thiazol-2-yl)but-2-en-1-one

: 149070-69-9
methyl (R)-(ethenyloxy)(phenyl)acetate

: 912344-33-3
methyl (S)-2-phenyl-2-({(2R,4R)-4-[(tetra-O-benzyl-α-D-glucopyranosyl)methyl]-6-(thiazol-2-yl)-3,4-dihydro-2H-pyran-2-yl}oxy)acetate

: 912344-38-8
methyl (R)-2-phenyl-2-({(2S,4S)-4-[(tetra-O-benzyl-α-D-glucopyranosyl)methyl]-6-(thiazol-2-yl)-3,4-dihydro-2H-pyran-2-yl}oxy)acetate

Guidance literature:: Eu(fod)3; In dichloromethane; at 20 ℃; for 120h;
DOI:10.1135/cccc20051411

Reference yield: 83.0%

: 912344-29-7
(E)-4-(tetra-O-benzyl-α-D-galactopyranosyl)-1-(thiazol-2-yl)but-2-en-1-one

: 167702-71-8
methyl (S)-(ethenyloxy)(phenyl)acetate

: 912344-33-3
methyl (S)-2-phenyl-2-({(2R,4R)-4-[(tetra-O-benzyl-α-D-glucopyranosyl)methyl]-6-(thiazol-2-yl)-3,4-dihydro-2H-pyran-2-yl}oxy)acetate

: 912344-38-8
methyl (R)-2-phenyl-2-({(2S,4S)-4-[(tetra-O-benzyl-α-D-glucopyranosyl)methyl]-6-(thiazol-2-yl)-3,4-dihydro-2H-pyran-2-yl}oxy)acetate

Guidance literature:: Eu(fod)3; In dichloromethane; at 20 ℃; for 120h;
DOI:10.1135/cccc20051411

Reference yield:

: 201279-58-5
1-deoxy-1-allyl-2,3,4,6-tetra-O-acetyl-D-galactopyranoside

: 912344-38-8
methyl (R)-2-phenyl-2-({(2S,4S)-4-[(tetra-O-benzyl-α-D-glucopyranosyl)methyl]-6-(thiazol-2-yl)-3,4-dihydro-2H-pyran-2-yl}oxy)acetate

Guidance literature:: Multi-step reaction with 5 steps

1.1: 3.1 g / MeONa / methanol / 2 h

2.1: NaH; tetrabutylammonium iodide / tetrahydrofuran; dimethylformamide / 2 h / 20 °C

2.2: 95 percent / tetrahydrofuran; dimethylformamide / 3 h / 20 °C

3.1: O₃ / CH₂Cl₂; methanol / -75 °C

3.2: 89 percent / NaHCO₃; Me₂S / CH₂Cl₂; methanol / 24 h / 20 °C

4.1: 81 percent / CHCl₃ / 96 h / 60 °C

5.1: 83 percent / Eu(fod)3 / CH₂Cl₂ / 120 h / 20 °C

With sodium methylate; tetra-(n-butyl)ammonium iodide; sodium hydride; ozone; Eu(fod)3; In tetrahydrofuran; methanol; dichloromethane; chloroform; N,N-dimethyl-formamide; 4.1: Wittig reaction / 5.1: Diels-Alder reaction;
DOI:10.1135/cccc20051411