(2R,4R,5R,6R)-4,5-Bis-benzoyloxy-6-((R)-1,2-bis-benzoyloxy-ethyl)-2-((2R,3S,4S,5R,6R)-3,4,5-tris-benzoyloxy-6-methoxy-tetrahydro-pyran-2-ylmethoxy)-tetrahydro-pyran-2-carboxylic acid methyl ester

Base Information

Chemical Name:(2R,4R,5R,6R)-4,5-Bis-benzoyloxy-6-((R)-1,2-bis-benzoyloxy-ethyl)-2-((2R,3S,4S,5R,6R)-3,4,5-tris-benzoyloxy-6-methoxy-tetrahydro-pyran-2-ylmethoxy)-tetrahydro-pyran-2-carboxylic acid methyl ester
CAS No.:113892-73-2
Molecular Formula:C₆₅H₅₆O₂₀
Molecular Weight:1157.15
Hs Code.:

(2R,4R,5R,6R)-4,5-Bis-benzoyloxy-6-((R)-1,2-bis-benzoyloxy-ethyl)-2-((2R,3S,4S,5R,6R)-3,4,5-tris-benzoyloxy-6-methoxy-tetrahydro-pyran-2-ylmethoxy)-tetrahydro-pyran-2-carboxylic acid methyl ester

Synonyms:(2R,4R,5R,6R)-4,5-Bis-benzoyloxy-6-((R)-1,2-bis-benzoyloxy-ethyl)-2-((2R,3S,4S,5R,6R)-3,4,5-tris-benzoyloxy-6-methoxy-tetrahydro-pyran-2-ylmethoxy)-tetrahydro-pyran-2-carboxylic acid methyl ester

Suppliers and Price of (2R,4R,5R,6R)-4,5-Bis-benzoyloxy-6-((R)-1,2-bis-benzoyloxy-ethyl)-2-((2R,3S,4S,5R,6R)-3,4,5-tris-benzoyloxy-6-methoxy-tetrahydro-pyran-2-ylmethoxy)-tetrahydro-pyran-2-carboxylic 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,4R,5R,6R)-4,5-Bis-benzoyloxy-6-((R)-1,2-bis-benzoyloxy-ethyl)-2-((2R,3S,4S,5R,6R)-3,4,5-tris-benzoyloxy-6-methoxy-tetrahydro-pyran-2-ylmethoxy)-tetrahydro-pyran-2-carboxylic acid methyl ester

Chemical Property:

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

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Hazard Codes:

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Useful:

Technology Process of (2R,4R,5R,6R)-4,5-Bis-benzoyloxy-6-((R)-1,2-bis-benzoyloxy-ethyl)-2-((2R,3S,4S,5R,6R)-3,4,5-tris-benzoyloxy-6-methoxy-tetrahydro-pyran-2-ylmethoxy)-tetrahydro-pyran-2-carboxylic acid methyl ester

There total 12 articles about (2R,4R,5R,6R)-4,5-Bis-benzoyloxy-6-((R)-1,2-bis-benzoyloxy-ethyl)-2-((2R,3S,4S,5R,6R)-3,4,5-tris-benzoyloxy-6-methoxy-tetrahydro-pyran-2-ylmethoxy)-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:

: 113892-49-2
Benzoic acid (Z)-4-furan-2-yl-4-hydroxy-2-oxo-but-3-enyl ester

: 113892-73-2
(2R,4R,5R,6R)-4,5-Bis-benzoyloxy-6-((R)-1,2-bis-benzoyloxy-ethyl)-2-((2R,3S,4S,5R,6R)-3,4,5-tris-benzoyloxy-6-methoxy-tetrahydro-pyran-2-ylmethoxy)-tetrahydro-pyran-2-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 10 steps

1: 3.6 g / diethyl ether / 1 h / 0 °C

2: triethylamine / diethyl ether / 1.) 0 gradC, 5 min; 2.) roomtemp., 30 min

3: 1.) Dibal; 2.) DMF; 3.) BF₃*OEt₂; 4.) trifluoroacetic acid

4: ceric chloride heptahydrate, NaBH₄ / CH₂Cl₂; ethanol / 1 h / -78 °C

5: 90 percent / CSA / methanol; benzene / 3 h / 25 °C

6: 96 percent / CH₂Cl₂ / 10 h / Ambient temperature

7: 93 percent / H₂O₂, pyridine / tetrahydrofuran / 4 h / Ambient temperature

8: 1.) OsO₄, NMO; 2.) Florisil, NaHSO₃ / 3.) DMAP / 1.) THF, roomtemp., 12 h; 2.) THF, 1 h; 3.) CH₂Cl₂-pyridine, 48 h

9: 41 percent / 4-Angstroem molecular sieves / CSA / benzene / 5 h / Ambient temperature

10: 1.) RuO₂, NaIO₄; 2.) NaHCO₃; 3.) NaIO₄ / 1.) CH₃CN-CCl₄-H₂O, 15 min; 2.) CH₃CN-CCl₄-H₂O, 5 min; 3.) CH₃CN-CCl₄-H₂O

With pyridine; ruthenium(IV) oxide; sodium tetrahydroborate; florisil; sodium periodate; osmium(VIII) oxide; N-methyl-2-indolinone; 4 A molecular sieve; ceric chloride heptahydrate; boron trifluoride diethyl etherate; dihydrogen peroxide; diisobutylaluminium hydride; sodium hydrogencarbonate; sodium hydrogensulfite; triethylamine; N,N-dimethyl-formamide; trifluoroacetic acid; dmap; camphor-10-sulfonic acid; In tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; benzene;
DOI:10.1021/ja00220a035

Reference yield:

: 92622-30-5
Benzoic acid (Z)-4-furan-2-yl-4-methoxy-2-oxo-but-3-enyl ester

: 113892-73-2
(2R,4R,5R,6R)-4,5-Bis-benzoyloxy-6-((R)-1,2-bis-benzoyloxy-ethyl)-2-((2R,3S,4S,5R,6R)-3,4,5-tris-benzoyloxy-6-methoxy-tetrahydro-pyran-2-ylmethoxy)-tetrahydro-pyran-2-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 9 steps

1: triethylamine / diethyl ether / 1.) 0 gradC, 5 min; 2.) roomtemp., 30 min

2: 1.) Dibal; 2.) DMF; 3.) BF₃*OEt₂; 4.) trifluoroacetic acid

3: ceric chloride heptahydrate, NaBH₄ / CH₂Cl₂; ethanol / 1 h / -78 °C

4: 90 percent / CSA / methanol; benzene / 3 h / 25 °C

5: 96 percent / CH₂Cl₂ / 10 h / Ambient temperature

6: 93 percent / H₂O₂, pyridine / tetrahydrofuran / 4 h / Ambient temperature

7: 1.) OsO₄, NMO; 2.) Florisil, NaHSO₃ / 3.) DMAP / 1.) THF, roomtemp., 12 h; 2.) THF, 1 h; 3.) CH₂Cl₂-pyridine, 48 h

8: 41 percent / 4-Angstroem molecular sieves / CSA / benzene / 5 h / Ambient temperature

9: 1.) RuO₂, NaIO₄; 2.) NaHCO₃; 3.) NaIO₄ / 1.) CH₃CN-CCl₄-H₂O, 15 min; 2.) CH₃CN-CCl₄-H₂O, 5 min; 3.) CH₃CN-CCl₄-H₂O

With pyridine; ruthenium(IV) oxide; sodium tetrahydroborate; florisil; sodium periodate; osmium(VIII) oxide; N-methyl-2-indolinone; 4 A molecular sieve; ceric chloride heptahydrate; boron trifluoride diethyl etherate; dihydrogen peroxide; diisobutylaluminium hydride; sodium hydrogencarbonate; sodium hydrogensulfite; triethylamine; N,N-dimethyl-formamide; trifluoroacetic acid; dmap; camphor-10-sulfonic acid; In tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; benzene;
DOI:10.1021/ja00220a035

Reference yield:

: 113892-51-6
Benzoic acid (1Z,3Z)-4-furan-2-yl-4-methoxy-2-trimethylsilanyloxy-buta-1,3-dienyl ester

: 113892-73-2
(2R,4R,5R,6R)-4,5-Bis-benzoyloxy-6-((R)-1,2-bis-benzoyloxy-ethyl)-2-((2R,3S,4S,5R,6R)-3,4,5-tris-benzoyloxy-6-methoxy-tetrahydro-pyran-2-ylmethoxy)-tetrahydro-pyran-2-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 1.) Dibal; 2.) DMF; 3.) BF₃*OEt₂; 4.) trifluoroacetic acid

2: ceric chloride heptahydrate, NaBH₄ / CH₂Cl₂; ethanol / 1 h / -78 °C

3: 90 percent / CSA / methanol; benzene / 3 h / 25 °C

4: 96 percent / CH₂Cl₂ / 10 h / Ambient temperature

5: 93 percent / H₂O₂, pyridine / tetrahydrofuran / 4 h / Ambient temperature

6: 1.) OsO₄, NMO; 2.) Florisil, NaHSO₃ / 3.) DMAP / 1.) THF, roomtemp., 12 h; 2.) THF, 1 h; 3.) CH₂Cl₂-pyridine, 48 h

7: 41 percent / 4-Angstroem molecular sieves / CSA / benzene / 5 h / Ambient temperature

8: 1.) RuO₂, NaIO₄; 2.) NaHCO₃; 3.) NaIO₄ / 1.) CH₃CN-CCl₄-H₂O, 15 min; 2.) CH₃CN-CCl₄-H₂O, 5 min; 3.) CH₃CN-CCl₄-H₂O

With pyridine; ruthenium(IV) oxide; sodium tetrahydroborate; florisil; sodium periodate; osmium(VIII) oxide; N-methyl-2-indolinone; 4 A molecular sieve; ceric chloride heptahydrate; boron trifluoride diethyl etherate; dihydrogen peroxide; diisobutylaluminium hydride; sodium hydrogencarbonate; sodium hydrogensulfite; N,N-dimethyl-formamide; trifluoroacetic acid; dmap; camphor-10-sulfonic acid; In tetrahydrofuran; methanol; ethanol; dichloromethane; benzene;
DOI:10.1021/ja00220a035