(3R)-4-[(2R,4R,6R)-4-p-methoxybenzyloxy-2-methoxy-2-methyltetrahydropyran-6-yl]-3-methoxy-1-tert-butyldiphenylsiloxy-2-butylamine

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Chemical Name:(3R)-4-[(2R,4R,6R)-4-p-methoxybenzyloxy-2-methoxy-2-methyltetrahydropyran-6-yl]-3-methoxy-1-tert-butyldiphenylsiloxy-2-butylamine
CAS No.:322428-29-5
Molecular Formula:C₃₆H₅₁NO₆Si
Molecular Weight:621.89
Hs Code.:

Synonyms:(3R)-4-[(2R,4R,6R)-4-p-methoxybenzyloxy-2-methoxy-2-methyltetrahydropyran-6-yl]-3-methoxy-1-tert-butyldiphenylsiloxy-2-butylamine

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Chemical Property of (3R)-4-[(2R,4R,6R)-4-p-methoxybenzyloxy-2-methoxy-2-methyltetrahydropyran-6-yl]-3-methoxy-1-tert-butyldiphenylsiloxy-2-butylamine

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Technology Process of (3R)-4-[(2R,4R,6R)-4-p-methoxybenzyloxy-2-methoxy-2-methyltetrahydropyran-6-yl]-3-methoxy-1-tert-butyldiphenylsiloxy-2-butylamine

There total 11 articles about (3R)-4-[(2R,4R,6R)-4-p-methoxybenzyloxy-2-methoxy-2-methyltetrahydropyran-6-yl]-3-methoxy-1-tert-butyldiphenylsiloxy-2-butylamine 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: 68.0%

: 322428-59-1
(3R)-4-[(2R,4R,6R)-4-p-methoxybenzyloxy-2-methoxy-2-methyltetrahydropyran-6-yl]-3-methoxy-1-tert-butyldiphenylsiloxy-2-butylazide

: 322428-29-5
(3R)-4-[(2R,4R,6R)-4-p-methoxybenzyloxy-2-methoxy-2-methyltetrahydropyran-6-yl]-3-methoxy-1-tert-butyldiphenylsiloxy-2-butylamine

Guidance literature:: With water; triphenylphosphine; In tetrahydrofuran; at 55 ℃; for 1.16667h;
DOI:10.1016/S0040-4020(01)00593-2

Reference yield:

: 322428-47-7
(4S)-5-[(4R,6R)-4-((E)-2-phenylethenyl)-2,2-dimethyl-1,3-dioxan-6-yl]-4-p-methoxybenzyloxy-2-pentene

: 322428-29-5
(3R)-4-[(2R,4R,6R)-4-p-methoxybenzyloxy-2-methoxy-2-methyltetrahydropyran-6-yl]-3-methoxy-1-tert-butyldiphenylsiloxy-2-butylamine

Guidance literature:: Multi-step reaction with 11 steps

1.1: 77 percent / O₂; PdCl₂; Cu(OAc)2*H₂O / N,N-dimethyl-acetamide; H₂O / 19.5 h / 20 °C

2.1: 85 percent / PPTS / methanol / 6.5 h

3.1: NaH / tetrahydrofuran / 0.5 h / 0 °C

3.2: 98 percent / tetrahydrofuran / 14.67 h / 0 - 20 °C

4.1: OsO₄; NMO / acetone; H₂O; 2-methyl-propan-2-ol / 5 h / 20 °C

5.1: NaIO₄; sodium phosphate / tetrahydrofuran; H₂O / 0.42 h / 0 - 20 °C / pH 7

6.1: 134 mg / tetrahydrofuran; toluene / 0.2 h / -78 - 0 °C

7.1: 83 mg / OsO₄; NMO / acetone; H₂O; 2-methyl-propan-2-ol / 4.5 h / 20 °C

8.1: 129 mg / Et₃N; DMAP / CH₂Cl₂ / 13.83 h / 0 - 20 °C

9.1: Et₃N; DMAP / CH₂Cl₂ / 2.25 h / 0 - 20 °C

10.1: 75 mg / n-Bu₄NN₃ / dimethylformamide; tetrahydrofuran / 4 h / 100 °C

11.1: 68 percent / PPh₃; H₂O / tetrahydrofuran / 1.17 h / 55 °C

With dmap; sodium periodate; osmium(VIII) oxide; N-methyl-2-indolinone; copper diacetate; water; oxygen; tetrabutylammoniun azide; pyridinium p-toluenesulfonate; sodium hydride; triethylamine; triphenylphosphine; sodium phosphate; palladium dichloride; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl acetamide; water; N,N-dimethyl-formamide; acetone; toluene; tert-butyl alcohol; 1.1: Wacker oxidation / 6.1: Tebbe olefination;
DOI:10.1016/S0040-4020(01)00593-2

Reference yield:

: 322428-51-3
(1E,3R)-4-[(2R,4R,6R)-4-p-methoxybenzyloxy-2-methoxy-2-methyltetrahydropyran-6-yl]-1-phenyl-3-hydroxy-1-butene

: 322428-29-5
(3R)-4-[(2R,4R,6R)-4-p-methoxybenzyloxy-2-methoxy-2-methyltetrahydropyran-6-yl]-3-methoxy-1-tert-butyldiphenylsiloxy-2-butylamine

Guidance literature:: Multi-step reaction with 9 steps

1.1: NaH / tetrahydrofuran / 0.5 h / 0 °C

1.2: 98 percent / tetrahydrofuran / 14.67 h / 0 - 20 °C

2.1: OsO₄; NMO / acetone; H₂O; 2-methyl-propan-2-ol / 5 h / 20 °C

3.1: NaIO₄; sodium phosphate / tetrahydrofuran; H₂O / 0.42 h / 0 - 20 °C / pH 7

4.1: 134 mg / tetrahydrofuran; toluene / 0.2 h / -78 - 0 °C

5.1: 83 mg / OsO₄; NMO / acetone; H₂O; 2-methyl-propan-2-ol / 4.5 h / 20 °C

6.1: 129 mg / Et₃N; DMAP / CH₂Cl₂ / 13.83 h / 0 - 20 °C

7.1: Et₃N; DMAP / CH₂Cl₂ / 2.25 h / 0 - 20 °C

8.1: 75 mg / n-Bu₄NN₃ / dimethylformamide; tetrahydrofuran / 4 h / 100 °C

9.1: 68 percent / PPh₃; H₂O / tetrahydrofuran / 1.17 h / 55 °C

With dmap; sodium periodate; osmium(VIII) oxide; N-methyl-2-indolinone; water; tetrabutylammoniun azide; sodium hydride; triethylamine; triphenylphosphine; sodium phosphate; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; acetone; toluene; tert-butyl alcohol; 4.1: Tebbe olefination;
DOI:10.1016/S0040-4020(01)00593-2