4,5-bis-benzyloxy-3-[6-benzyloxymethyl-3,4-dihydroxy-5-(3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-6-(2-trimethylsilanyl-ethoxy)-tetrahydro-pyran-2-carboxylic acid methyl ester

Base Information

Chemical Name:4,5-bis-benzyloxy-3-[6-benzyloxymethyl-3,4-dihydroxy-5-(3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-6-(2-trimethylsilanyl-ethoxy)-tetrahydro-pyran-2-carboxylic acid methyl ester
CAS No.:876406-43-8
Molecular Formula:C₆₆H₈₀O₁₆Si
Molecular Weight:1157.44
Hs Code.:

4,5-bis-benzyloxy-3-[6-benzyloxymethyl-3,4-dihydroxy-5-(3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-6-(2-trimethylsilanyl-ethoxy)-tetrahydro-pyran-2-carboxylic acid methyl ester

Synonyms:4,5-bis-benzyloxy-3-[6-benzyloxymethyl-3,4-dihydroxy-5-(3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-6-(2-trimethylsilanyl-ethoxy)-tetrahydro-pyran-2-carboxylic acid methyl ester

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Chemical Property of 4,5-bis-benzyloxy-3-[6-benzyloxymethyl-3,4-dihydroxy-5-(3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-6-(2-trimethylsilanyl-ethoxy)-tetrahydro-pyran-2-carboxylic acid methyl ester

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Technology Process of 4,5-bis-benzyloxy-3-[6-benzyloxymethyl-3,4-dihydroxy-5-(3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-6-(2-trimethylsilanyl-ethoxy)-tetrahydro-pyran-2-carboxylic acid methyl ester

There total 6 articles about 4,5-bis-benzyloxy-3-[6-benzyloxymethyl-3,4-dihydroxy-5-(3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-6-(2-trimethylsilanyl-ethoxy)-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:

: 851625-41-7
ethyl 2,3-di-O-acetyl-4,6-O-benzylidene-1-thio-α-D-mannopyranoside

: 876406-43-8
4,5-bis-benzyloxy-3-[6-benzyloxymethyl-3,4-dihydroxy-5-(3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-6-(2-trimethylsilanyl-ethoxy)-tetrahydro-pyran-2-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: 83 percent / sodium cyanoborohydride; hydrogen chloride / tetrahydrofuran; diethyl ether / 0.5 h

2.1: molecular sieves 4 Angstroem; triethylsilyl trifluoromethanesulfonate / diethyl ether / 0.25 h / -20 °C

2.2: 82 percent / diethyl ether / 0.5 h / -20 °C

3.1: 77 percent / molecular sieves 4 Angstroem; N-iodosuccinimide; trifluoromethanesulfonic acid / CH₂Cl₂ / 0.5 h / cooling

4.1: 80 percent / 2,3-dichloro-5,6-dicyano-1,4-benzoquinone / CH₂Cl₂ / 6 h / 20 °C

5.1: iodobenzene diacetate; TEMPO / acetonitrile; H₂O / 3 h / 20 °C

6.1: 1.13 g / CH₂Cl₂; diethyl ether

7.1: sodium methoxide / methanol

With hydrogenchloride; 2,2,6,6-tetramethyl-piperidine-N-oxyl; N-iodo-succinimide; trifluorormethanesulfonic acid; [bis(acetoxy)iodo]benzene; 4 A molecular sieve; triethylsilyl trifluoromethyl sulfonate; sodium methylate; sodium cyanoborohydride; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; acetonitrile;

Reference yield:

: 876406-39-2
ethyl 2,3-di-O-acetyl-6-O-benzyl-1-thio-α-D-mannopyranoside

: 876406-43-8
4,5-bis-benzyloxy-3-[6-benzyloxymethyl-3,4-dihydroxy-5-(3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-6-(2-trimethylsilanyl-ethoxy)-tetrahydro-pyran-2-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: molecular sieves 4 Angstroem; triethylsilyl trifluoromethanesulfonate / diethyl ether / 0.25 h / -20 °C

1.2: 82 percent / diethyl ether / 0.5 h / -20 °C

2.1: 77 percent / molecular sieves 4 Angstroem; N-iodosuccinimide; trifluoromethanesulfonic acid / CH₂Cl₂ / 0.5 h / cooling

3.1: 80 percent / 2,3-dichloro-5,6-dicyano-1,4-benzoquinone / CH₂Cl₂ / 6 h / 20 °C

4.1: iodobenzene diacetate; TEMPO / acetonitrile; H₂O / 3 h / 20 °C

5.1: 1.13 g / CH₂Cl₂; diethyl ether

6.1: sodium methoxide / methanol

With 2,2,6,6-tetramethyl-piperidine-N-oxyl; N-iodo-succinimide; trifluorormethanesulfonic acid; [bis(acetoxy)iodo]benzene; 4 A molecular sieve; triethylsilyl trifluoromethyl sulfonate; sodium methylate; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In methanol; diethyl ether; dichloromethane; water; acetonitrile;

Reference yield:

: (2S,3S,4S,5R,6R)-4,5-Bis-benzyloxy-3-[(2R,3S,4S,5R,6R)-3,4-diacetoxy-6-benzyloxymethyl-5-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-6-(2-trimethylsilanyl-ethoxy)-tetrahydro-pyran-2-carboxylic acid

: 876406-43-8
4,5-bis-benzyloxy-3-[6-benzyloxymethyl-3,4-dihydroxy-5-(3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-6-(2-trimethylsilanyl-ethoxy)-tetrahydro-pyran-2-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 1.13 g / CH₂Cl₂; diethyl ether

2: sodium methoxide / methanol

With sodium methylate; In methanol; diethyl ether; dichloromethane;