Phenyl-phosphonic acid (2R,4aR,6R,7R,8S,8aR)-6-[2-(2-azido-ethoxy)-ethoxy]-7-benzyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester 2-dimethylamino-ethyl ester

Base Information

Chemical Name:Phenyl-phosphonic acid (2R,4aR,6R,7R,8S,8aR)-6-[2-(2-azido-ethoxy)-ethoxy]-7-benzyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester 2-dimethylamino-ethyl ester
CAS No.:203251-82-5
Molecular Formula:C₃₄H₄₃N₄O₉P
Molecular Weight:682.711
Hs Code.:

Phenyl-phosphonic acid (2R,4aR,6R,7R,8S,8aR)-6-[2-(2-azido-ethoxy)-ethoxy]-7-benzyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester 2-dimethylamino-ethyl ester

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Chemical Property of Phenyl-phosphonic acid (2R,4aR,6R,7R,8S,8aR)-6-[2-(2-azido-ethoxy)-ethoxy]-7-benzyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester 2-dimethylamino-ethyl ester

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Technology Process of Phenyl-phosphonic acid (2R,4aR,6R,7R,8S,8aR)-6-[2-(2-azido-ethoxy)-ethoxy]-7-benzyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester 2-dimethylamino-ethyl ester

There total 4 articles about Phenyl-phosphonic acid (2R,4aR,6R,7R,8S,8aR)-6-[2-(2-azido-ethoxy)-ethoxy]-7-benzyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester 2-dimethylamino-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:

: 14218-11-2
2,3,4,6-tetra-O-benzoylglucosyl bromide

: 203251-82-5
Phenyl-phosphonic acid (2R,4aR,6R,7R,8S,8aR)-6-[2-(2-azido-ethoxy)-ethoxy]-7-benzyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester 2-dimethylamino-ethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 76 percent / 4A MS, silver triflate / CH₂Cl₂ / 3 h / -25 - -15 °C

2: 1.) NaOMe, 2.) ZnCl₂ / 1.) MeOH, room temperature, 2.) room temperature, 24 h

3: 63 percent / tetrabutylammonium hydrogen sulfate, NaOH / CH₂Cl₂; H₂O / 8 h / Heating

4: 1.) 4A MS / 1.) pyridine, room temperature, 5 min; 40 deg C, 4 h, 2.) 50 deg C, 40 h

With sodium hydroxide; sodium methylate; silver trifluoromethanesulfonate; tetra(n-butyl)ammonium hydrogensulfate; zinc(II) chloride; In dichloromethane; water;
DOI:10.1080/07328309808005774

Reference yield:

: 203251-77-8
2-(2-azidoethoxy)ethyl 4,6-O-benzylidene-β-D-glucopyranoside

: 203251-82-5
Phenyl-phosphonic acid (2R,4aR,6R,7R,8S,8aR)-6-[2-(2-azido-ethoxy)-ethoxy]-7-benzyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester 2-dimethylamino-ethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 63 percent / tetrabutylammonium hydrogen sulfate, NaOH / CH₂Cl₂; H₂O / 8 h / Heating

2: 1.) 4A MS / 1.) pyridine, room temperature, 5 min; 40 deg C, 4 h, 2.) 50 deg C, 40 h

With sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate; In dichloromethane; water;
DOI:10.1080/07328309808005774

Reference yield:

: 203251-76-7
2-(2-azidoethoxy)ethyl 2,3,4,6-tetra-O-benzoyl-β-D-glucopyranoside

: 203251-82-5
Phenyl-phosphonic acid (2R,4aR,6R,7R,8S,8aR)-6-[2-(2-azido-ethoxy)-ethoxy]-7-benzyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester 2-dimethylamino-ethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) NaOMe, 2.) ZnCl₂ / 1.) MeOH, room temperature, 2.) room temperature, 24 h

2: 63 percent / tetrabutylammonium hydrogen sulfate, NaOH / CH₂Cl₂; H₂O / 8 h / Heating

3: 1.) 4A MS / 1.) pyridine, room temperature, 5 min; 40 deg C, 4 h, 2.) 50 deg C, 40 h

With sodium hydroxide; sodium methylate; tetra(n-butyl)ammonium hydrogensulfate; zinc(II) chloride; In dichloromethane; water;
DOI:10.1080/07328309808005774