((3aS,4S,6R,7R,7aS)-7-Benzyloxy-6-benzyloxymethyl-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-4-ylmethyl)-phosphonic acid dimethyl ester

Base Information

Chemical Name:((3aS,4S,6R,7R,7aS)-7-Benzyloxy-6-benzyloxymethyl-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-4-ylmethyl)-phosphonic acid dimethyl ester
CAS No.:363619-54-9
Molecular Formula:C₂₆H₃₅O₈P
Molecular Weight:506.533
Hs Code.:

Synonyms:((3aS,4S,6R,7R,7aS)-7-Benzyloxy-6-benzyloxymethyl-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-4-ylmethyl)-phosphonic acid dimethyl ester

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Chemical Property of ((3aS,4S,6R,7R,7aS)-7-Benzyloxy-6-benzyloxymethyl-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-4-ylmethyl)-phosphonic acid dimethyl ester

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Technology Process of ((3aS,4S,6R,7R,7aS)-7-Benzyloxy-6-benzyloxymethyl-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-4-ylmethyl)-phosphonic acid dimethyl ester

There total 7 articles about ((3aS,4S,6R,7R,7aS)-7-Benzyloxy-6-benzyloxymethyl-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-4-ylmethyl)-phosphonic acid dimethyl 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: 85.0%

: 16001-93-7
tetramethyl methylenediphosphonate

: 2,3-O-Isopropylidene-4,6-di-O-benzyl-D-mannopyranose

: ((3aS,4R,6R,7R,7aS)-7-Benzyloxy-6-benzyloxymethyl-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-4-ylmethyl)-phosphonic acid dimethyl ester

: 363619-54-9
((3aS,4S,6R,7R,7aS)-7-Benzyloxy-6-benzyloxymethyl-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-4-ylmethyl)-phosphonic acid dimethyl ester

Guidance literature:: With lithium hexamethyldisilazane; In tetrahydrofuran; at 55 ℃;
DOI:10.1016/S0040-4039(01)00961-3

Reference yield:

: 41308-76-3,821794-45-0
allyl α-D-mannopyranoside

: 363619-54-9
((3aS,4S,6R,7R,7aS)-7-Benzyloxy-6-benzyloxymethyl-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-4-ylmethyl)-phosphonic acid dimethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: 90 percent / TsOH*H₂O / acetone

2.1: AcOH; H₂O / 12 h / 0 °C

3.1: NaH / dimethylformamide / 2 h

4.1: KOBu-t / dimethylsulfoxide / 1 h / 60 °C

4.2: Hg(OAc)2 / tetrahydrofuran; H₂O / 0.33 h

5.1: 85 percent / LiHMDS / tetrahydrofuran / 55 °C

With potassium tert-butylate; water; sodium hydride; acetic acid; lithium hexamethyldisilazane; toluene-4-sulfonic acid; In tetrahydrofuran; dimethyl sulfoxide; N,N-dimethyl-formamide; acetone;
DOI:10.1016/S0040-4039(01)00961-3

Reference yield:

: 119111-31-8
allyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranoside

: 363619-54-9
((3aS,4S,6R,7R,7aS)-7-Benzyloxy-6-benzyloxymethyl-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-4-ylmethyl)-phosphonic acid dimethyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: 94 percent / MeONa / methanol

2.1: 90 percent / TsOH*H₂O / acetone

3.1: AcOH; H₂O / 12 h / 0 °C

4.1: NaH / dimethylformamide / 2 h

5.1: KOBu-t / dimethylsulfoxide / 1 h / 60 °C

5.2: Hg(OAc)2 / tetrahydrofuran; H₂O / 0.33 h

6.1: 85 percent / LiHMDS / tetrahydrofuran / 55 °C

With potassium tert-butylate; water; sodium hydride; acetic acid; lithium hexamethyldisilazane; sodium methylate; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; dimethyl sulfoxide; N,N-dimethyl-formamide; acetone;
DOI:10.1016/S0040-4039(01)00961-3