[(2R,3S,4S,5R,6R)-3,5-Bis-benzyloxy-2-benzyloxymethyl-6-(2-trimethylsilanyl-ethoxy)-tetrahydro-pyran-4-yloxy]-(dimethoxy-phosphoryl)-acetic acid methyl ester

Base Information

Chemical Name:[(2R,3S,4S,5R,6R)-3,5-Bis-benzyloxy-2-benzyloxymethyl-6-(2-trimethylsilanyl-ethoxy)-tetrahydro-pyran-4-yloxy]-(dimethoxy-phosphoryl)-acetic acid methyl ester
CAS No.:438216-07-0
Molecular Formula:C₃₇H₅₁O₁₁PSi
Molecular Weight:730.865
Hs Code.:

[(2R,3S,4S,5R,6R)-3,5-Bis-benzyloxy-2-benzyloxymethyl-6-(2-trimethylsilanyl-ethoxy)-tetrahydro-pyran-4-yloxy]-(dimethoxy-phosphoryl)-acetic acid methyl ester

Synonyms:[(2R,3S,4S,5R,6R)-3,5-Bis-benzyloxy-2-benzyloxymethyl-6-(2-trimethylsilanyl-ethoxy)-tetrahydro-pyran-4-yloxy]-(dimethoxy-phosphoryl)-acetic acid methyl ester

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of [(2R,3S,4S,5R,6R)-3,5-Bis-benzyloxy-2-benzyloxymethyl-6-(2-trimethylsilanyl-ethoxy)-tetrahydro-pyran-4-yloxy]-(dimethoxy-phosphoryl)-acetic acid methyl ester

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of [(2R,3S,4S,5R,6R)-3,5-Bis-benzyloxy-2-benzyloxymethyl-6-(2-trimethylsilanyl-ethoxy)-tetrahydro-pyran-4-yloxy]-(dimethoxy-phosphoryl)-acetic acid methyl ester

There total 2 articles about [(2R,3S,4S,5R,6R)-3,5-Bis-benzyloxy-2-benzyloxymethyl-6-(2-trimethylsilanyl-ethoxy)-tetrahydro-pyran-4-yloxy]-(dimethoxy-phosphoryl)-acetic 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: 71.5%

: 60190-78-5
methyl 2-diazo-2-(dimethoxyphosphoryl)acetate

: 143571-58-8
2-(Trimethylsilyl)ethyl 2,4,6-tri-O-benzyl-β-D-galactopyranoside

: 438216-07-0
[(2R,3S,4S,5R,6R)-3,5-Bis-benzyloxy-2-benzyloxymethyl-6-(2-trimethylsilanyl-ethoxy)-tetrahydro-pyran-4-yloxy]-(dimethoxy-phosphoryl)-acetic acid methyl ester

Guidance literature:: With dirhodium tetraacetate; In benzene; for 5h; Heating;
DOI:10.1021/jo0110956

Reference yield:

: 5927-18-4
trimethyl phosphonoacetate

: 438216-07-0
[(2R,3S,4S,5R,6R)-3,5-Bis-benzyloxy-2-benzyloxymethyl-6-(2-trimethylsilanyl-ethoxy)-tetrahydro-pyran-4-yloxy]-(dimethoxy-phosphoryl)-acetic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: t-BuOK / toluene / 1 h / 0 - 5 °C

1.2: 54 percent / naphthalenesulfonyl azide / toluene / 2 h / 5 °C

2.1: 71.5 percent / Rh₂(OAc)4 / benzene / 5 h / Heating

With dirhodium tetraacetate; potassium tert-butylate; In toluene; benzene;
DOI:10.1021/jo0110956

Reference yield:

: 2043-61-0
cyclohexanecarbaldehyde

: 438216-07-0
[(2R,3S,4S,5R,6R)-3,5-Bis-benzyloxy-2-benzyloxymethyl-6-(2-trimethylsilanyl-ethoxy)-tetrahydro-pyran-4-yloxy]-(dimethoxy-phosphoryl)-acetic acid methyl ester

: 2-(trimethylsilyl)ethyl O-2,4,6-tri-O-benzyl-3-O-[(Z)-1-(methoxycarbonyl)-2-cyclohexylethylen-1-oxy]-β-D-galactopyranoside

: 2-(trimethylsilyl)ethyl O-2,4,6-tri-O-benzyl-3-O-[(E)-1-(methoxycarbonyl)-2-cyclohexylethylen-1-oxy]-β-D-galactopyranoside

Guidance literature:: With 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium chloride; In acetonitrile; at 0 ℃; for 0.25h; Title compound not separated from byproducts.;
DOI:10.1021/jo0110956