(1R,2S,3S)-1-(t-butyldiphenylsilyloxy)-3,4-isopropylidenedioxy-1-phenylbutan-2-ol

Base Information

Chemical Name:(1R,2S,3S)-1-(t-butyldiphenylsilyloxy)-3,4-isopropylidenedioxy-1-phenylbutan-2-ol
CAS No.:174757-47-2
Molecular Formula:C₂₉H₃₆O₄Si
Molecular Weight:476.688
Hs Code.:

Synonyms:(1R,2S,3S)-1-(t-butyldiphenylsilyloxy)-3,4-isopropylidenedioxy-1-phenylbutan-2-ol

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (1R,2S,3S)-1-(t-butyldiphenylsilyloxy)-3,4-isopropylidenedioxy-1-phenylbutan-2-ol

Chemical Property:

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Technology Process of (1R,2S,3S)-1-(t-butyldiphenylsilyloxy)-3,4-isopropylidenedioxy-1-phenylbutan-2-ol

There total 11 articles about (1R,2S,3S)-1-(t-butyldiphenylsilyloxy)-3,4-isopropylidenedioxy-1-phenylbutan-2-ol 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: 6.0%

: 174647-74-6
(1R,3R)-1-(t-butyldiphenylsilyloxy)-3,4-isopropylidenendioxy-1-phenylbutan-2-one

: 174647-70-2
(1R,2R,3S)-1-(4-butyldiphenylsilyloxy)-3,4-isopropylidenedioxy-1-phenylbutan-2-ol

: 174757-47-2
(1R,2S,3S)-1-(t-butyldiphenylsilyloxy)-3,4-isopropylidenedioxy-1-phenylbutan-2-ol

Guidance literature:: With L-Selectride; In tetrahydrofuran; at -100 ℃;
DOI:10.1016/0040-4020(96)00918-0

Reference yield:

: 174647-66-6
(R)-4-(t-butyldiphenylsilyloxy)-4-phenylbut-1-en-3-one

: 174757-47-2
(1R,2S,3S)-1-(t-butyldiphenylsilyloxy)-3,4-isopropylidenedioxy-1-phenylbutan-2-ol

Guidance literature:: Multi-step reaction with 5 steps

1: 98 percent / NaBH₄, CeCl₃*7H₂O / methanol / 1 h / -78 °C

2: 90 percent / N-methylmorpholine N-oxide monohydrate, OsO₄ / acetone; H₂O; butan-1-ol / 5 h

3: CH₂Cl₂ / 0.17 h / Ambient temperature

4: 100 percent / N-methylmorpholine N-oxide, tetrapropylammonium perruthenate, 4A molecular sieves / CH₂Cl₂ / 1.5 h / Ambient temperature

5: 72 percent / L-selectride / tetrahydrofuran / -100 °C

With sodium tetrahydroborate; osmium(VIII) oxide; cerium(III) chloride; tetrapropylammonium perruthennate; 4 A molecular sieve; L-Selectride; 4-methylmorpholine N-oxide; In tetrahydrofuran; methanol; dichloromethane; water; acetone; butan-1-ol;
DOI:10.1016/0040-4020(96)00918-0

Reference yield:

: 174647-67-7
(1R,2R)-1-(t-butyldiphenylsilyloxy)-1-phenylbut-3-en-2-ol

: 174757-47-2
(1R,2S,3S)-1-(t-butyldiphenylsilyloxy)-3,4-isopropylidenedioxy-1-phenylbutan-2-ol

Guidance literature:: Multi-step reaction with 4 steps

1: 90 percent / N-methylmorpholine N-oxide monohydrate, OsO₄ / acetone; H₂O; butan-1-ol / 5 h

2: CH₂Cl₂ / 0.17 h / Ambient temperature

3: 100 percent / N-methylmorpholine N-oxide, tetrapropylammonium perruthenate, 4A molecular sieves / CH₂Cl₂ / 1.5 h / Ambient temperature

4: 72 percent / L-selectride / tetrahydrofuran / -100 °C

With osmium(VIII) oxide; tetrapropylammonium perruthennate; 4 A molecular sieve; L-Selectride; 4-methylmorpholine N-oxide; In tetrahydrofuran; dichloromethane; water; acetone; butan-1-ol;
DOI:10.1016/0040-4020(96)00918-0