Dithiocarbonic acid S-methyl ester O-[1-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-2-((2R,3R,4S,5S,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-yl)-ethyl] ester

Base Information

Chemical Name:Dithiocarbonic acid S-methyl ester O-[1-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-2-((2R,3R,4S,5S,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-yl)-ethyl] ester
CAS No.:325141-51-3
Molecular Formula:C₆₅H₇₀O₁₁S₂
Molecular Weight:1091.4
Hs Code.:

Dithiocarbonic acid S-methyl ester O-[1-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-2-((2R,3R,4S,5S,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-yl)-ethyl] ester

Synonyms:Dithiocarbonic acid S-methyl ester O-[1-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-2-((2R,3R,4S,5S,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-yl)-ethyl] ester

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Chemical Property of Dithiocarbonic acid S-methyl ester O-[1-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-2-((2R,3R,4S,5S,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-yl)-ethyl] ester

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Technology Process of Dithiocarbonic acid S-methyl ester O-[1-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-2-((2R,3R,4S,5S,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-yl)-ethyl] ester

There total 9 articles about Dithiocarbonic acid S-methyl ester O-[1-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-2-((2R,3R,4S,5S,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-yl)-ethyl] 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: 96.0%

: 75-15-0,12122-00-8
carbon disulfide

: 325141-49-9
1-((2S,3R,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-2-((2R,3R,4S,5S,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-yl)-ethanol

: 74-88-4
methyl iodide

: 325141-51-3
Dithiocarbonic acid S-methyl ester O-[1-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-2-((2R,3R,4S,5S,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-yl)-ethyl] ester

Guidance literature:: With sodium hydride; at 25 ℃; for 3h;
DOI:10.1039/b006455f

Reference yield:

: 40653-17-6
methyl 2,3,4-tri-O-benzyl-6-deoxy-6-C-formyl-α-D-mannopyranoside

: 325141-51-3
Dithiocarbonic acid S-methyl ester O-[1-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-2-((2R,3R,4S,5S,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-yl)-ethyl] ester

Guidance literature:: Multi-step reaction with 2 steps

1: SmI₂ / tetrahydrofuran / 0.25 h / 25 °C

2: 96 percent / NaH / 3 h / 25 °C

With samarium diiodide; sodium hydride; In tetrahydrofuran; 1: Addition / 2: Addition;
DOI:10.1039/b006455f

Reference yield:

: 34212-64-1,641635-63-4
methyl 2,3,4-tri-O-benzyl-α-D-mannopyranoside

: 325141-51-3
Dithiocarbonic acid S-methyl ester O-[1-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-2-((2R,3R,4S,5S,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-yl)-ethyl] ester

Guidance literature:: Multi-step reaction with 5 steps

1: I₂; PPh₃; imidazole / toluene / 1 h / 70 °C

2: dimethylformamide / 3 h / 0 - 25 °C

3: DIBAL-H / CH₂Cl₂ / 0.5 h / -78 °C

4: SmI₂ / tetrahydrofuran / 0.25 h / 25 °C

5: 96 percent / NaH / 3 h / 25 °C

With 1H-imidazole; samarium diiodide; iodine; sodium hydride; diisobutylaluminium hydride; triphenylphosphine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; toluene; 1: Substitution / 2: Substitution / 3: Reduction / 4: Addition / 5: Addition;
DOI:10.1039/b006455f