ethyl [(3Z)-(methyl 2-O-benzoyl-(R)-4,6-O-benzylidene-3-deoxy-α-D-ribohexopyranosid-3-ylidene)]acetate

Base Information

Chemical Name:ethyl [(3Z)-(methyl 2-O-benzoyl-(R)-4,6-O-benzylidene-3-deoxy-α-D-ribohexopyranosid-3-ylidene)]acetate
CAS No.:268746-27-6
Molecular Formula:C₂₅H₂₆O₈
Molecular Weight:454.477
Hs Code.:

Synonyms:ethyl [(3Z)-(methyl 2-O-benzoyl-(R)-4,6-O-benzylidene-3-deoxy-α-D-ribohexopyranosid-3-ylidene)]acetate

Suppliers and Price of ethyl [(3Z)-(methyl 2-O-benzoyl-(R)-4,6-O-benzylidene-3-deoxy-α-D-ribohexopyranosid-3-ylidene)]acetate

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 ethyl [(3Z)-(methyl 2-O-benzoyl-(R)-4,6-O-benzylidene-3-deoxy-α-D-ribohexopyranosid-3-ylidene)]acetate

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of ethyl [(3Z)-(methyl 2-O-benzoyl-(R)-4,6-O-benzylidene-3-deoxy-α-D-ribohexopyranosid-3-ylidene)]acetate

There total 6 articles about ethyl [(3Z)-(methyl 2-O-benzoyl-(R)-4,6-O-benzylidene-3-deoxy-α-D-ribohexopyranosid-3-ylidene)]acetate 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: 100.0%

: 68366-59-6
(2R,4aR,6S,7R,8aR)-6-methoxy-8-oxo-2-phenyl-7-phenylcarbonyloxyperhydropyrano[3,2-d][1,3]dioxine

: 1099-45-2
ethyl (triphenylphosphoranylidene)acetate

: 268746-27-6
ethyl [(3Z)-(methyl 2-O-benzoyl-(R)-4,6-O-benzylidene-3-deoxy-α-D-ribohexopyranosid-3-ylidene)]acetate

Guidance literature:: (2R,4aR,6S,7R,8aR)-6-methoxy-8-oxo-2-phenyl-7-phenylcarbonyloxyperhydropyrano[3,2-d][1,3]dioxine; ethyl (triphenylphosphoranylidene)acetate; In chloroform; for 5.5h; Heating;

With iodine; In dichloromethane; at 20 ℃; for 24h;
DOI:10.1081/CAR-120013489

Reference yield:

: 28642-64-0,35823-97-3,38992-99-3,51591-23-2,55169-75-0,56253-26-0,72659-78-0,80041-30-1,80299-59-8,86420-70-4,86420-72-6,91685-06-2,99265-94-8,109010-33-5,118246-05-2,126255-07-0
methyl 2-O-benzoyl-4,6-di-O-benzylidene-α-D-glucopyranoside

: ethyl [(3E)-(methyl 2-O-benzoyl-(R)-4,6-O-benzylidene-3-deoxy-α-D-ribohexopyranosid-3-ylidene)]acetate

: 268746-27-6
ethyl [(3Z)-(methyl 2-O-benzoyl-(R)-4,6-O-benzylidene-3-deoxy-α-D-ribohexopyranosid-3-ylidene)]acetate

Guidance literature:: Multi-step reaction with 2 steps

1: dipyridinium dichromate; acetic anhydride / dichloromethane / Reflux

2: chloroform / 0.17 h / Reflux; Microwave irradiation

With dipyridinium dichromate; acetic anhydride; In dichloromethane; chloroform; 2: |Wittig Olefination;
DOI:10.1021/acs.orglett.5b02849

Reference yield:

: 1125-88-8
benzaldehyde dimethyl acetal

: ethyl [(3E)-(methyl 2-O-benzoyl-(R)-4,6-O-benzylidene-3-deoxy-α-D-ribohexopyranosid-3-ylidene)]acetate

: 268746-27-6
ethyl [(3Z)-(methyl 2-O-benzoyl-(R)-4,6-O-benzylidene-3-deoxy-α-D-ribohexopyranosid-3-ylidene)]acetate

Guidance literature:: Multi-step reaction with 4 steps

1: toluene-4-sulfonic acid / N,N-dimethyl-formamide / 4 h / 60 °C

2: dichloromethane; pyridine / 1 h / -78 °C

3: dipyridinium dichromate; acetic anhydride / dichloromethane / Reflux

4: chloroform / 0.17 h / Reflux; Microwave irradiation

With dipyridinium dichromate; acetic anhydride; toluene-4-sulfonic acid; In pyridine; dichloromethane; chloroform; N,N-dimethyl-formamide; 4: |Wittig Olefination;
DOI:10.1021/acs.orglett.5b02849