1,3,4,5-tetra-O-benzyl-13-O-tert-butyldiphenylsilyl-2,6:8,12-dianhydro-10,11-O-isopropylidene-D-lyxo-D-gulo-D-manno-tridecitol

Base Information

Chemical Name:1,3,4,5-tetra-O-benzyl-13-O-tert-butyldiphenylsilyl-2,6:8,12-dianhydro-10,11-O-isopropylidene-D-lyxo-D-gulo-D-manno-tridecitol
CAS No.:931091-47-3
Molecular Formula:C₆₀H₇₀O₁₁Si
Molecular Weight:995.295
Hs Code.:

Synonyms:1,3,4,5-tetra-O-benzyl-13-O-tert-butyldiphenylsilyl-2,6:8,12-dianhydro-10,11-O-isopropylidene-D-lyxo-D-gulo-D-manno-tridecitol

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Chemical Property of 1,3,4,5-tetra-O-benzyl-13-O-tert-butyldiphenylsilyl-2,6:8,12-dianhydro-10,11-O-isopropylidene-D-lyxo-D-gulo-D-manno-tridecitol

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Technology Process of 1,3,4,5-tetra-O-benzyl-13-O-tert-butyldiphenylsilyl-2,6:8,12-dianhydro-10,11-O-isopropylidene-D-lyxo-D-gulo-D-manno-tridecitol

There total 5 articles about 1,3,4,5-tetra-O-benzyl-13-O-tert-butyldiphenylsilyl-2,6:8,12-dianhydro-10,11-O-isopropylidene-D-lyxo-D-gulo-D-manno-tridecitol 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: 98.0%

: 931091-61-1
acetic acid 4-(tert-butyl-diphenyl-silanyloxymethyl)-6-[hydroxy-(3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-methyl]-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-yl ester

: 931091-47-3
1,3,4,5-tetra-O-benzyl-13-O-tert-butyldiphenylsilyl-2,6:8,12-dianhydro-10,11-O-isopropylidene-D-lyxo-D-gulo-D-manno-tridecitol

Guidance literature:: With sodium methylate; In methanol; at 20 ℃; for 2h;
DOI:10.1002/ejoc.200600825

Reference yield:

: 931091-59-7
tert-butyl-{6-[(4-methoxy-benzyloxy)-(3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-methyl]-2,2-dimethyl-3a,7a-dihydro-4H-[1,3]dioxolo[4,5-c]pyran-4-ylmethoxy}-diphenyl-silane

: 931091-47-3
1,3,4,5-tetra-O-benzyl-13-O-tert-butyldiphenylsilyl-2,6:8,12-dianhydro-10,11-O-isopropylidene-D-lyxo-D-gulo-D-manno-tridecitol

Guidance literature:: Multi-step reaction with 4 steps

1: 75 percent / BH₃*Me₂S / tetrahydrofuran / 3 h / 20 °C

2: 98 percent / DMAP / ethyl acetate / 0.5 h

3: 77 percent / DDQ / CH₂Cl₂ / 2 h / 20 °C

4: 98 percent / NaOMe / methanol / 2 h / 20 °C

With dmap; dimethylsulfide borane complex; sodium methylate; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate;
DOI:10.1002/ejoc.200600825

Reference yield:

: 931091-60-0
acetic acid 4-(tert-butyl-diphenyl-silanyloxymethyl)-6-[(4-methoxy-benzyloxy)-(3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-methyl]-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-yl ester

: 931091-47-3
1,3,4,5-tetra-O-benzyl-13-O-tert-butyldiphenylsilyl-2,6:8,12-dianhydro-10,11-O-isopropylidene-D-lyxo-D-gulo-D-manno-tridecitol

Guidance literature:: Multi-step reaction with 2 steps

1: 77 percent / DDQ / CH₂Cl₂ / 2 h / 20 °C

2: 98 percent / NaOMe / methanol / 2 h / 20 °C

With sodium methylate; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In methanol; dichloromethane;
DOI:10.1002/ejoc.200600825