Dibenzyl <(S)-3-(tert-butyl-diphenyl-silyloxy)-2-(tetra-O-benzyl-α-D-galactopyranosyloxy)-propyl> phosphate

Base Information

Chemical Name:Dibenzyl <(S)-3-(tert-butyl-diphenyl-silyloxy)-2-(tetra-O-benzyl-α-D-galactopyranosyloxy)-propyl> phosphate
CAS No.:131261-84-2
Molecular Formula:C₆₇H₇₃O₁₁PSi
Molecular Weight:1113.37
Hs Code.:

Synonyms:Dibenzyl <(S)-3-(tert-butyl-diphenyl-silyloxy)-2-(tetra-O-benzyl-α-D-galactopyranosyloxy)-propyl> phosphate

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Chemical Property of Dibenzyl <(S)-3-(tert-butyl-diphenyl-silyloxy)-2-(tetra-O-benzyl-α-D-galactopyranosyloxy)-propyl> phosphate

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Technology Process of Dibenzyl <(S)-3-(tert-butyl-diphenyl-silyloxy)-2-(tetra-O-benzyl-α-D-galactopyranosyloxy)-propyl> phosphate

There total 8 articles about Dibenzyl <(S)-3-(tert-butyl-diphenyl-silyloxy)-2-(tetra-O-benzyl-α-D-galactopyranosyloxy)-propyl> phosphate 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:

: Phosphorous acid dibenzyl ester (S)-3-(tert-butyl-diphenyl-silanyloxy)-2-((2S,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-propyl ester

: 131261-84-2
Dibenzyl <(S)-3-(tert-butyl-diphenyl-silyloxy)-2-(tetra-O-benzyl-α-D-galactopyranosyloxy)-propyl> phosphate

Guidance literature:: With tert.-butylhydroperoxide; In tetrahydrofuran; Yield given; 1) -30 deg C, 15 min, 2) 20 deg C, 45 min;
DOI:10.1016/S0040-4020(01)87821-2

Reference yield:

: 4291-68-3,25320-59-6,41110-63-8,67068-83-1,67773-44-8,69237-96-3,92470-93-4,93601-69-5,113829-62-2
(2R,3S,4S,5R,6R)-3,4,5-Tris-benzyloxy-2-benzyloxymethyl-6-chloro-tetrahydro-pyran

: 131261-84-2
Dibenzyl <(S)-3-(tert-butyl-diphenyl-silyloxy)-2-(tetra-O-benzyl-α-D-galactopyranosyloxy)-propyl> phosphate

Guidance literature:: Multi-step reaction with 4 steps

1: 1) silver triflate, 2,4,6-trimethylpyridine / 1) CH₂Cl₂, 20 deg C, 1.5 h, 2) -60 deg C, 1 h, then -30 deg C, 1 h, then-30 deg C to 20 deg C, 1.5 h

2: 81 percent / pyridine, ceric ammonium nitrate / acetonitrile; H₂O / 4.3 h / 20 °C

3: 1H-tetrazole / tetrahydrofuran / 2 h / 20 °C

4: tert-butyl hydroperoxide / tetrahydrofuran / 1) -30 deg C, 15 min, 2) 20 deg C, 45 min

With pyridine; 1H-tetrazole; 2,4,6-trimethyl-pyridine; tert.-butylhydroperoxide; ammonium cerium(IV) nitrate; silver trifluoromethanesulfonate; In tetrahydrofuran; water; acetonitrile;
DOI:10.1016/S0040-4020(01)87821-2

Reference yield:

: 67746-43-4
dibenzyl N,N-diethylphosphoramidite

: 131261-84-2
Dibenzyl <(S)-3-(tert-butyl-diphenyl-silyloxy)-2-(tetra-O-benzyl-α-D-galactopyranosyloxy)-propyl> phosphate

Guidance literature:: Multi-step reaction with 2 steps

1: 1H-tetrazole / tetrahydrofuran / 2 h / 20 °C

2: tert-butyl hydroperoxide / tetrahydrofuran / 1) -30 deg C, 15 min, 2) 20 deg C, 45 min

With 1H-tetrazole; tert.-butylhydroperoxide; In tetrahydrofuran;
DOI:10.1016/S0040-4020(01)87821-2