<(S)-3-(tert-Butyl-diphenyl-silyloxy)-2-(α-D-galactopyranosyl)-propyl> phosphate

Base Information

Chemical Name:<(S)-3-(tert-Butyl-diphenyl-silyloxy)-2-(α-D-galactopyranosyl)-propyl> phosphate
CAS No.:131261-85-3
Molecular Formula:C₂₅H₃₇O₁₁PSi
Molecular Weight:572.621
Hs Code.:

Synonyms:<(S)-3-(tert-Butyl-diphenyl-silyloxy)-2-(α-D-galactopyranosyl)-propyl> phosphate

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Chemical Property of <(S)-3-(tert-Butyl-diphenyl-silyloxy)-2-(α-D-galactopyranosyl)-propyl> phosphate

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Technology Process of <(S)-3-(tert-Butyl-diphenyl-silyloxy)-2-(α-D-galactopyranosyl)-propyl> phosphate

There total 7 articles about <(S)-3-(tert-Butyl-diphenyl-silyloxy)-2-(α-D-galactopyranosyl)-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: 86.0%

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

: 131261-85-3
<(S)-3-(tert-Butyl-diphenyl-silyloxy)-2-(α-D-galactopyranosyl)-propyl> phosphate

Guidance literature:: With hydrogen; palladium on activated charcoal; In ethanol; at 20 ℃; for 17h; under 760 Torr;
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

: 131261-85-3
<(S)-3-(tert-Butyl-diphenyl-silyloxy)-2-(α-D-galactopyranosyl)-propyl> phosphate

Guidance literature:: Multi-step reaction with 5 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

5: 86 percent / H₂ / 10percent Pd/C / ethanol / 17 h / 20 °C / 760 Torr

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

Reference yield:

: 131261-80-8
(R)-1-tert-Butyl-diphenyl-silyloxy-3-(4-methoxy-benzyloxy)-propan-2-ol

: 131261-85-3
<(S)-3-(tert-Butyl-diphenyl-silyloxy)-2-(α-D-galactopyranosyl)-propyl> phosphate

Guidance literature:: Multi-step reaction with 5 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

5: 86 percent / H₂ / 10percent Pd/C / ethanol / 17 h / 20 °C / 760 Torr

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