Benzoic acid (2R,3S,4R)-4-((1R,2R)-3-benzyloxy-1,2-dihydroxy-propyl)-2-(2,2-dimethyl-propionyloxymethyl)-5-methoxy-4-methyl-tetrahydro-furan-3-yl ester

Base Information

• Chemical Name: Benzoic acid (2R,3S,4R)-4-((1R,2R)-3-benzyloxy-1,2-dihydroxy-propyl)-2-(2,2-dimethyl-propionyloxymethyl)-5-methoxy-4-methyl-tetrahydro-furan-3-yl ester
• CAS No.: 116612-22-7
• Molecular Formula: C₂₉H₃₈O₉
• Molecular Weight: 530.615
• Mol file: 116612-22-7.mol

Synonyms:

Chemical Property of Benzoic acid (2R,3S,4R)-4-((1R,2R)-3-benzyloxy-1,2-dihydroxy-propyl)-2-(2,2-dimethyl-propionyloxymethyl)-5-methoxy-4-methyl-tetrahydro-furan-3-yl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Benzoic acid (2R,3S,4R)-4-((1R,2R)-3-benzyloxy-1,2-dihydroxy-propyl)-2-(2,2-dimethyl-propionyloxymethyl)-5-methoxy-4-methyl-tetrahydro-furan-3-yl ester

There total 42 articles about Benzoic acid (2R,3S,4R)-4-((1R,2R)-3-benzyloxy-1,2-dihydroxy-propyl)-2-(2,2-dimethyl-propionyloxymethyl)-5-methoxy-4-methyl-tetrahydro-furan-3-yl 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: 72.0%

Benzoic acid (2R,3S,4R)-2-(2,2-dimethyl-propionyloxymethyl)-5-methoxy-4-methyl-4-((E)-3-phenoxy-propenyl)-tetrahydro-furan-3-yl ester → Benzoic acid (2R,3S,4R)-4-((1S,2S)-3-benzyloxy-1,2-dihydroxy-propyl)-2-(2,2-dimethyl-propionyloxymethyl)-5-methoxy-4-methyl-tetrahydro-furan-3-yl ester (116612-22-7,116696-91-4,129706-84-9,129706-85-0) + Benzoic acid (2R,3S,4R)-4-((1R,2R)-3-benzyloxy-1,2-dihydroxy-propyl)-2-(2,2-dimethyl-propionyloxymethyl)-5-methoxy-4-methyl-tetrahydro-furan-3-yl ester (116612-22-7,116696-91-4,129706-84-9,129706-85-0)

Guidance literature:

With osmium(VIII) oxide; 4-methylmorpholine N-oxide; In water; acetone;

DOI:10.1016/S0040-4039(00)80175-6

Reference yield: 72.0%

Benzoic acid (2R,3S,4R)-2-(2,2-dimethyl-propionyloxymethyl)-5-methoxy-4-methyl-4-((E)-3-phenoxy-propenyl)-tetrahydro-furan-3-yl ester → Benzoic acid (2R,3S,4R)-4-((1S,2S)-3-benzyloxy-1,2-dihydroxy-propyl)-2-(2,2-dimethyl-propionyloxymethyl)-5-methoxy-4-methyl-tetrahydro-furan-3-yl ester (116612-22-7,116696-91-4,129706-84-9,129706-85-0) + Benzoic acid (2R,3S,4R)-4-((1R,2R)-3-benzyloxy-1,2-dihydroxy-propyl)-2-(2,2-dimethyl-propionyloxymethyl)-5-methoxy-4-methyl-tetrahydro-furan-3-yl ester (116612-22-7,116696-91-4,129706-84-9,129706-85-0)

Guidance literature:

With osmium(VIII) oxide; 4-methylmorpholine N-oxide; In water; acetone;

DOI:10.1016/S0040-4039(00)80175-6

Reference yield: 68.0%

(2R,3R,4S,5R)-4-(benzoyloxy)-3-<(E)-3-(benzyloxy)-1-propenyl>-5-<<(2,2-dimethylpropionyl)oxy>methyl>-2-methoxy-3-methyltetrahydrofuran (116612-21-6,129783-59-1) + benzoyl chloride (98-88-4) → (2R,3R,4S,5R)-4-(benzoyloxy)-3-<(1S,2S)-<3-(benzyloxy)-1,2-dihydroxy>propyl>-5-<<(2,2-dimethylpropionyl)oxy>methyl>-2-methoxy-3-methyltetrahydrofuran (116612-22-7,116696-91-4,129706-84-9,129706-85-0) + (2R,3R,4S,5R)-4-(benzoyloxy)-3-<(1R,2R)-<3-(benzyloxy)-1,2-dihydroxy>propyl>-5-<<(2,2-dimethylpropionyl)oxy>methyl>-2-methoxy-3-methyltetrahydrofuran (116612-22-7,116696-91-4,129706-84-9,129706-85-0)

Guidance literature:

With 4-methylmorpholine N-oxide; osmium(VIII) oxide; In water; acetone; tert-butyl alcohol; for 23h; Ambient temperature;

DOI:10.1016/S0040-4020(01)82015-9

upstream raw materials:

(2R,3R,4S,5R)-4-(benzoyloxy)-3-<(E)-3-(benzyloxy)-1-propenyl>-5-<<(2,2-dimethylpropionyl)oxy>methyl>-2-methoxy-3-methyltetrahydrofuran

benzoyl chloride

3-deoxy-1,2:5,6-di-O-isopropylidene-3-C-methyl-3-C-vinyl-α-D-allofuranose

(3aR,5S,6R,6aR)-5-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-2,2,6-trimethyl-tetrahydro-furo[2,3-d][1,3]dioxole-6-carbaldehyde

Downstream raw materials:

2,2-Dimethyl-propionic acid (2R,3S,4S)-3-benzyloxy-4-((4R,5R)-5-benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-5-methoxy-4-methyl-tetrahydro-furan-2-ylmethyl ester

2,2-Dimethyl-propionic acid (2R,3S,4S)-4-((4R,5R)-5-benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-3-hydroxy-5-methoxy-4-methyl-tetrahydro-furan-2-ylmethyl ester

[(2R,3S,4S)-3-Benzyloxy-4-((4R,5R)-5-benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-5-methoxy-4-methyl-tetrahydro-furan-2-yl]-methanol

Benzoic acid (2R,3S,4R)-4-((4R,5R)-5-benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-(2,2-dimethyl-propionyloxymethyl)-5-methoxy-4-methyl-tetrahydro-furan-3-yl ester