((2R,3R,4R,5R,6R)-3,4,5-Tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-acetic acid (R)-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-((4R,5R)-2,2-dimethyl-5-vinyl-[1,3]dioxolan-4-yl)-methyl ester

Base Information

Chemical Name:((2R,3R,4R,5R,6R)-3,4,5-Tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-acetic acid (R)-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-((4R,5R)-2,2-dimethyl-5-vinyl-[1,3]dioxolan-4-yl)-methyl ester
CAS No.:365418-26-4
Molecular Formula:C₄₉H₅₈O₁₁
Molecular Weight:822.993
Hs Code.:

((2R,3R,4R,5R,6R)-3,4,5-Tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-acetic acid (R)-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-((4R,5R)-2,2-dimethyl-5-vinyl-[1,3]dioxolan-4-yl)-methyl ester

Synonyms:((2R,3R,4R,5R,6R)-3,4,5-Tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-acetic acid (R)-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-((4R,5R)-2,2-dimethyl-5-vinyl-[1,3]dioxolan-4-yl)-methyl ester

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Chemical Property of ((2R,3R,4R,5R,6R)-3,4,5-Tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-acetic acid (R)-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-((4R,5R)-2,2-dimethyl-5-vinyl-[1,3]dioxolan-4-yl)-methyl ester

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Technology Process of ((2R,3R,4R,5R,6R)-3,4,5-Tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-acetic acid (R)-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-((4R,5R)-2,2-dimethyl-5-vinyl-[1,3]dioxolan-4-yl)-methyl ester

There total 6 articles about ((2R,3R,4R,5R,6R)-3,4,5-Tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-acetic acid (R)-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-((4R,5R)-2,2-dimethyl-5-vinyl-[1,3]dioxolan-4-yl)-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: 94.0%

: 137945-76-7
(R)-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl][(4S,5R)-5-ethenyl-2,2-dimethyl-1,3-dioxolan-4-yl]methanol

: 186532-64-9
2-(2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl)acetic acid

: 365418-26-4
((2R,3R,4R,5R,6R)-3,4,5-Tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-acetic acid (R)-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-((4R,5R)-2,2-dimethyl-5-vinyl-[1,3]dioxolan-4-yl)-methyl ester

Guidance literature:: With dmap; dicyclohexyl-carbodiimide;
DOI:10.1021/ja010641+

Reference yield:

: 120520-79-8
2-(2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl)ethyl aldehyde

: 365418-26-4
((2R,3R,4R,5R,6R)-3,4,5-Tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-acetic acid (R)-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-((4R,5R)-2,2-dimethyl-5-vinyl-[1,3]dioxolan-4-yl)-methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 2-methyl-2-butene; NaH₂PO₄; NaClO₂ / 2-methyl-propan-2-ol; H₂O / 1 h / 20 °C

2: 94 percent / 4-DMAP; DCC / CH₂Cl₂ / 18 h / 20 °C

With dmap; sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; dicyclohexyl-carbodiimide; In dichloromethane; water; tert-butyl alcohol;
DOI:10.1021/jo030039x

Reference yield:

: 82659-59-4
3-(2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl)propene

: 365418-26-4
((2R,3R,4R,5R,6R)-3,4,5-Tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-acetic acid (R)-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-((4R,5R)-2,2-dimethyl-5-vinyl-[1,3]dioxolan-4-yl)-methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: lithim periodate; lithium phosphate; OsO₄ / ethyl acetate / 20 °C / pH 7.0

2: 2-methyl-2-butene; NaH₂PO₄; NaClO₂ / 2-methyl-propan-2-ol; H₂O / 1 h / 20 °C

3: 94 percent / 4-DMAP; DCC / CH₂Cl₂ / 18 h / 20 °C

With dmap; lithium phosphate; sodium chlorite; sodium dihydrogenphosphate; osmium(VIII) oxide; 2-methyl-but-2-ene; lithium metaperiodate; dicyclohexyl-carbodiimide; In dichloromethane; water; ethyl acetate; tert-butyl alcohol;
DOI:10.1021/jo030039x