tert-Butyl-[(2S,3S,6R)-6-methoxy-3-(4-methoxy-benzyloxy)-3,6-dihydro-2H-pyran-2-ylmethoxy]-diphenyl-silane

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Chemical Name:tert-Butyl-[(2S,3S,6R)-6-methoxy-3-(4-methoxy-benzyloxy)-3,6-dihydro-2H-pyran-2-ylmethoxy]-diphenyl-silane
CAS No.:198057-24-8
Molecular Formula:C₃₁H₃₈O₅Si
Molecular Weight:518.725
Hs Code.:

Synonyms:tert-Butyl-[(2S,3S,6R)-6-methoxy-3-(4-methoxy-benzyloxy)-3,6-dihydro-2H-pyran-2-ylmethoxy]-diphenyl-silane

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Chemical Property of tert-Butyl-[(2S,3S,6R)-6-methoxy-3-(4-methoxy-benzyloxy)-3,6-dihydro-2H-pyran-2-ylmethoxy]-diphenyl-silane

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Technology Process of tert-Butyl-[(2S,3S,6R)-6-methoxy-3-(4-methoxy-benzyloxy)-3,6-dihydro-2H-pyran-2-ylmethoxy]-diphenyl-silane

There total 7 articles about tert-Butyl-[(2S,3S,6R)-6-methoxy-3-(4-methoxy-benzyloxy)-3,6-dihydro-2H-pyran-2-ylmethoxy]-diphenyl-silane 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:

: 156696-20-7
(2S,3S)-2-(4-methoxybenzyloxy)-3,4-O-(3-pentylidene)-1,3,4-butanetriol

: 198057-24-8
tert-Butyl-[(2S,3S,6R)-6-methoxy-3-(4-methoxy-benzyloxy)-3,6-dihydro-2H-pyran-2-ylmethoxy]-diphenyl-silane

Guidance literature:: Multi-step reaction with 8 steps

1: 1.) DMSO, (COCl)2, 2.) Et₃N / 1.) CH₂Cl₂, 20 min, 2.) CH₂Cl₂, from -78 to -60 deg C, 20 min

2: 1.) PPh₃ / 1.) CH₂Cl₂, 0 deg C, 10 min, 2.) CH₂Cl₂, -78 deg C, 20 min

3: 1.) N-BuLi / 1.) n-hexane, THF, -78 deg C, 1 h, 2.) n-hexane, THF, from -78 deg C, 30 min to RT, 1 h

4: 90 percent / H₂, quinoline / 5percent Pd/BaSO₄ / ethyl acetate / 0.25 h

5: 98 percent / 1N aq. HCl / methanol / 2 h / Ambient temperature

6: 96 percent / imidazole / CH₂Cl₂ / 1 h / Ambient temperature

7: 95 percent / TsOH*H₂O / benzene / 17 h / Ambient temperature

8: 1.) DIBAH, 2.) dl-CSA / 1.) n-hexane, toluene, -78 deg C, 1 h, 2.) RT, 30 min

With 1H-imidazole; quinoline; hydrogenchloride; n-butyllithium; oxalyl dichloride; DL-10-camphorsulfonic acid; hydrogen; diisobutylaluminium hydride; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; triphenylphosphine; Pd-BaSO₄; In methanol; dichloromethane; ethyl acetate; benzene;
DOI:10.1248/cpb.45.1558

Reference yield:

: 174968-09-3
(R)-((S)-2,2-Diethyl-[1,3]dioxolan-4-yl)-(4-methoxy-benzyloxy)-acetaldehyde

: 198057-24-8
tert-Butyl-[(2S,3S,6R)-6-methoxy-3-(4-methoxy-benzyloxy)-3,6-dihydro-2H-pyran-2-ylmethoxy]-diphenyl-silane

Guidance literature:: Multi-step reaction with 7 steps

1: 1.) PPh₃ / 1.) CH₂Cl₂, 0 deg C, 10 min, 2.) CH₂Cl₂, -78 deg C, 20 min

2: 1.) N-BuLi / 1.) n-hexane, THF, -78 deg C, 1 h, 2.) n-hexane, THF, from -78 deg C, 30 min to RT, 1 h

3: 90 percent / H₂, quinoline / 5percent Pd/BaSO₄ / ethyl acetate / 0.25 h

4: 98 percent / 1N aq. HCl / methanol / 2 h / Ambient temperature

5: 96 percent / imidazole / CH₂Cl₂ / 1 h / Ambient temperature

6: 95 percent / TsOH*H₂O / benzene / 17 h / Ambient temperature

7: 1.) DIBAH, 2.) dl-CSA / 1.) n-hexane, toluene, -78 deg C, 1 h, 2.) RT, 30 min

With 1H-imidazole; quinoline; hydrogenchloride; n-butyllithium; DL-10-camphorsulfonic acid; hydrogen; diisobutylaluminium hydride; toluene-4-sulfonic acid; triphenylphosphine; Pd-BaSO₄; In methanol; dichloromethane; ethyl acetate; benzene;
DOI:10.1248/cpb.45.1558

Reference yield:

: 198057-20-4
(3S,4S)-1,1-dibromo-3-(4-methoxybenzyloxy)-4,5-pentylidenedioxy-1-pentene

: 198057-24-8
tert-Butyl-[(2S,3S,6R)-6-methoxy-3-(4-methoxy-benzyloxy)-3,6-dihydro-2H-pyran-2-ylmethoxy]-diphenyl-silane

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) N-BuLi / 1.) n-hexane, THF, -78 deg C, 1 h, 2.) n-hexane, THF, from -78 deg C, 30 min to RT, 1 h

2: 90 percent / H₂, quinoline / 5percent Pd/BaSO₄ / ethyl acetate / 0.25 h

3: 98 percent / 1N aq. HCl / methanol / 2 h / Ambient temperature

4: 96 percent / imidazole / CH₂Cl₂ / 1 h / Ambient temperature

5: 95 percent / TsOH*H₂O / benzene / 17 h / Ambient temperature

6: 1.) DIBAH, 2.) dl-CSA / 1.) n-hexane, toluene, -78 deg C, 1 h, 2.) RT, 30 min

With 1H-imidazole; quinoline; hydrogenchloride; n-butyllithium; DL-10-camphorsulfonic acid; hydrogen; diisobutylaluminium hydride; toluene-4-sulfonic acid; Pd-BaSO₄; In methanol; dichloromethane; ethyl acetate; benzene;
DOI:10.1248/cpb.45.1558