(2S,4R,5R,6R)-5-[(2S,3S,4S,5S,6R)-3-Acetoxy-4,5-bis-benzyloxy-6-((S)-1,2-bis-benzyloxy-ethyl)-tetrahydro-pyran-2-yloxy]-4-benzyloxy-6-((R)-1,2-dihydroxy-ethyl)-2-methoxy-tetrahydro-pyran-2-carboxylic acid methyl ester

Base Information

Chemical Name:(2S,4R,5R,6R)-5-[(2S,3S,4S,5S,6R)-3-Acetoxy-4,5-bis-benzyloxy-6-((S)-1,2-bis-benzyloxy-ethyl)-tetrahydro-pyran-2-yloxy]-4-benzyloxy-6-((R)-1,2-dihydroxy-ethyl)-2-methoxy-tetrahydro-pyran-2-carboxylic acid methyl ester
CAS No.:116302-83-1
Molecular Formula:C₅₄H₆₂O₁₅
Molecular Weight:951.077
Hs Code.:

(2S,4R,5R,6R)-5-[(2S,3S,4S,5S,6R)-3-Acetoxy-4,5-bis-benzyloxy-6-((S)-1,2-bis-benzyloxy-ethyl)-tetrahydro-pyran-2-yloxy]-4-benzyloxy-6-((R)-1,2-dihydroxy-ethyl)-2-methoxy-tetrahydro-pyran-2-carboxylic acid methyl ester

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Chemical Property of (2S,4R,5R,6R)-5-[(2S,3S,4S,5S,6R)-3-Acetoxy-4,5-bis-benzyloxy-6-((S)-1,2-bis-benzyloxy-ethyl)-tetrahydro-pyran-2-yloxy]-4-benzyloxy-6-((R)-1,2-dihydroxy-ethyl)-2-methoxy-tetrahydro-pyran-2-carboxylic acid methyl ester

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Technology Process of (2S,4R,5R,6R)-5-[(2S,3S,4S,5S,6R)-3-Acetoxy-4,5-bis-benzyloxy-6-((S)-1,2-bis-benzyloxy-ethyl)-tetrahydro-pyran-2-yloxy]-4-benzyloxy-6-((R)-1,2-dihydroxy-ethyl)-2-methoxy-tetrahydro-pyran-2-carboxylic acid methyl ester

There total 6 articles about (2S,4R,5R,6R)-5-[(2S,3S,4S,5S,6R)-3-Acetoxy-4,5-bis-benzyloxy-6-((S)-1,2-bis-benzyloxy-ethyl)-tetrahydro-pyran-2-yloxy]-4-benzyloxy-6-((R)-1,2-dihydroxy-ethyl)-2-methoxy-tetrahydro-pyran-2-carboxylic acid methyl ester 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:

: 73650-01-8
methyl (methyl 4,5,7,8-tetra-O-acetyl-3-deoxy-β-D-manno-2-octulopyranosid)onate

: 116302-83-1
(2S,4R,5R,6R)-5-[(2S,3S,4S,5S,6R)-3-Acetoxy-4,5-bis-benzyloxy-6-((S)-1,2-bis-benzyloxy-ethyl)-tetrahydro-pyran-2-yloxy]-4-benzyloxy-6-((R)-1,2-dihydroxy-ethyl)-2-methoxy-tetrahydro-pyran-2-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) 0.1M CH₃ONa; 2.) imidazole; / 1.) CH₃OH, 2h; 2.) DMF, -10 deg C, 5 min;

2: 1.) dibutylzinnoxide, molecular sieve 4 Angstroem; 2.)tetrabutylammoniumiodide / 1.) toluene, reflux, 2h; 2.) toluene, 40-45 deg C, 8h

3: 1.) silver triflate, molecular sieve 4 Angstroem / 1.) CH₂Cl₂, 1h, 2.) CH₂Cl₂, 48h, -30 deg C - room temp.

4: 1M Bu₄NF / tetrahydrofuran / 15 h

With 1H-imidazole; 4 A molecular sieve; dibutylzinnoxide; tetrabutyl ammonium fluoride; sodium methylate; silver trifluoromethanesulfonate; tetra-(n-butyl)ammonium iodide; In tetrahydrofuran;

Reference yield:

: 116302-73-9
Methyl-onat

: 116302-83-1
(2S,4R,5R,6R)-5-[(2S,3S,4S,5S,6R)-3-Acetoxy-4,5-bis-benzyloxy-6-((S)-1,2-bis-benzyloxy-ethyl)-tetrahydro-pyran-2-yloxy]-4-benzyloxy-6-((R)-1,2-dihydroxy-ethyl)-2-methoxy-tetrahydro-pyran-2-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) dibutylzinnoxide, molecular sieve 4 Angstroem; 2.)tetrabutylammoniumiodide / 1.) toluene, reflux, 2h; 2.) toluene, 40-45 deg C, 8h

2: 1.) silver triflate, molecular sieve 4 Angstroem / 1.) CH₂Cl₂, 1h, 2.) CH₂Cl₂, 48h, -30 deg C - room temp.

3: 1M Bu₄NF / tetrahydrofuran / 15 h

With 4 A molecular sieve; dibutylzinnoxide; tetrabutyl ammonium fluoride; silver trifluoromethanesulfonate; tetra-(n-butyl)ammonium iodide; In tetrahydrofuran;

Reference yield:

: 116302-70-6
2-O-Acetyl-3,4,6,7-tetra-O-benzyl-L-glycero-α-D-manno-heptopyranosylchlorid

: 116302-83-1
(2S,4R,5R,6R)-5-[(2S,3S,4S,5S,6R)-3-Acetoxy-4,5-bis-benzyloxy-6-((S)-1,2-bis-benzyloxy-ethyl)-tetrahydro-pyran-2-yloxy]-4-benzyloxy-6-((R)-1,2-dihydroxy-ethyl)-2-methoxy-tetrahydro-pyran-2-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) silver triflate, molecular sieve 4 Angstroem / 1.) CH₂Cl₂, 1h, 2.) CH₂Cl₂, 48h, -30 deg C - room temp.

2: 1M Bu₄NF / tetrahydrofuran / 15 h

With 4 A molecular sieve; tetrabutyl ammonium fluoride; silver trifluoromethanesulfonate; In tetrahydrofuran;