(E)-(4S,5R)-4,5-Bis-benzyloxy-5-((2R,4R,5R)-5-hydroxy-2-phenyl-[1,3]dioxan-4-yl)-pent-2-enoic acid ethyl ester

Base Information

Chemical Name:(E)-(4S,5R)-4,5-Bis-benzyloxy-5-((2R,4R,5R)-5-hydroxy-2-phenyl-[1,3]dioxan-4-yl)-pent-2-enoic acid ethyl ester
CAS No.:83416-98-2
Molecular Formula:C₃₁H₃₄O₇
Molecular Weight:518.607
Hs Code.:

Synonyms:(E)-(4S,5R)-4,5-Bis-benzyloxy-5-((2R,4R,5R)-5-hydroxy-2-phenyl-[1,3]dioxan-4-yl)-pent-2-enoic acid ethyl ester

Suppliers and Price of (E)-(4S,5R)-4,5-Bis-benzyloxy-5-((2R,4R,5R)-5-hydroxy-2-phenyl-[1,3]dioxan-4-yl)-pent-2-enoic acid ethyl ester

Supply Marketing:

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

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of (E)-(4S,5R)-4,5-Bis-benzyloxy-5-((2R,4R,5R)-5-hydroxy-2-phenyl-[1,3]dioxan-4-yl)-pent-2-enoic acid ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (E)-(4S,5R)-4,5-Bis-benzyloxy-5-((2R,4R,5R)-5-hydroxy-2-phenyl-[1,3]dioxan-4-yl)-pent-2-enoic acid ethyl ester

There total 1 articles about (E)-(4S,5R)-4,5-Bis-benzyloxy-5-((2R,4R,5R)-5-hydroxy-2-phenyl-[1,3]dioxan-4-yl)-pent-2-enoic acid 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: 82.0%

: 20770-84-7,113566-69-1,113566-70-4
2,3-di-O-benzyl-4,6-O-benzylidene-D-glucopyranose

: 1099-45-2
ethyl (triphenylphosphoranylidene)acetate

: 83416-98-2
(E)-(4S,5R)-4,5-Bis-benzyloxy-5-((2R,4R,5R)-5-hydroxy-2-phenyl-[1,3]dioxan-4-yl)-pent-2-enoic acid ethyl ester

Guidance literature:: DOI:10.1021/ja00387a062

Reference yield:

: 83416-98-2
(E)-(4S,5R)-4,5-Bis-benzyloxy-5-((2R,4R,5R)-5-hydroxy-2-phenyl-[1,3]dioxan-4-yl)-pent-2-enoic acid ethyl ester

: 83417-10-1
((2R,3R,4S,5S,6S)-6-Allyloxymethyl-3,4,5-tris-benzyloxy-tetrahydro-pyran-2-yl)-methanol

Guidance literature:: Multi-step reaction with 8 steps

2: DIBAL

3: 88 percent / (+)-DET, Ti(i-PrO)4, TBHP / CH₂Cl₂ / -20 °C

4: 1.) (n-Bu)4N⁺F^-, 2.) NaH / 2.) DMF

5: NaIO₄

6: 81 percent / NaBH₄

7: 76 percent

8: 71 percent / LiAlH₄, AlCl₃

With titanium(IV) isopropylate; tert.-butylhydroperoxide; sodium tetrahydroborate; sodium periodate; lithium aluminium tetrahydride; aluminium trichloride; diethyl (2R,3R)-tartrate; tetrabutyl ammonium fluoride; sodium hydride; diisobutylaluminium hydride; In dichloromethane;
DOI:10.1021/ja00387a062

Reference yield:

: 83416-98-2
(E)-(4S,5R)-4,5-Bis-benzyloxy-5-((2R,4R,5R)-5-hydroxy-2-phenyl-[1,3]dioxan-4-yl)-pent-2-enoic acid ethyl ester

: 83461-81-8
((2R,3R,4S,5S,6R)-6-Allyloxymethyl-3,4,5-tris-benzyloxy-tetrahydro-pyran-2-yl)-methanol

Guidance literature:: Multi-step reaction with 8 steps

2: DIBAL

3: 70 percent / (-)-DET, Ti(i-PrO)4, TBHP / CH₂Cl₂ / -20 °C

4: 1.) (n-Bu)4N⁺F^-, 2.) NaH / 2.) DMF

5: NaIO₄

6: 89 percent / NaBH₄

7: 80 percent

8: 82 percent / LiAlH₄, AlCl₃

With titanium(IV) isopropylate; tert.-butylhydroperoxide; sodium tetrahydroborate; sodium periodate; lithium aluminium tetrahydride; aluminium trichloride; tetrabutyl ammonium fluoride; sodium hydride; diisobutylaluminium hydride; (-)-diethyl tartrate; In dichloromethane;
DOI:10.1021/ja00387a062