(3S)-3-(1-t-butyldiphenylsilyl-1-butene) (2R)-2-hydroxy-2-phenylacetate

Base Information

Chemical Name:(3S)-3-(1-t-butyldiphenylsilyl-1-butene) (2R)-2-hydroxy-2-phenylacetate
CAS No.:133619-19-9
Molecular Formula:C₂₈H₃₂O₃Si
Molecular Weight:444.646
Hs Code.:

Synonyms:(3S)-3-(1-t-butyldiphenylsilyl-1-butene) (2R)-2-hydroxy-2-phenylacetate

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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 (3S)-3-(1-t-butyldiphenylsilyl-1-butene) (2R)-2-hydroxy-2-phenylacetate

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Technology Process of (3S)-3-(1-t-butyldiphenylsilyl-1-butene) (2R)-2-hydroxy-2-phenylacetate

There total 4 articles about (3S)-3-(1-t-butyldiphenylsilyl-1-butene) (2R)-2-hydroxy-2-phenylacetate 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: 48.0%

: 133619-17-7,133619-18-8
3-(1-t-butyldiphenylsilyl-1-butene) (2R)-2-O-acetyl-2-phenylacetate

: 133619-20-2
(3R)-3-(1-t-butyldiphenylsilyl-1-butene) (2R)-2-hydroxy-2-phenylacetate

: 133619-19-9
(3S)-3-(1-t-butyldiphenylsilyl-1-butene) (2R)-2-hydroxy-2-phenylacetate

Guidance literature:: With sodium hydrogensulfide; In methanol; water; at 60 ℃; for 48h;
DOI:10.1016/S0957-4166(00)80446-2

Reference yield:

: 88108-89-8
tert-butyldiphenylsilyl-lithium

: 133619-19-9
(3S)-3-(1-t-butyldiphenylsilyl-1-butene) (2R)-2-hydroxy-2-phenylacetate

Guidance literature:: Multi-step reaction with 4 steps

1: 71 percent / tetrahydrofuran / -100 °C

2: 93 percent / dicyclohexylcarbodiimide (DCC), dimethylaminopropylamine (DMAP) / CH₂Cl₂ / 6 h / 0 - 25 °C

3: 97 percent / BF₃*OEt₂ / CH₂Cl₂ / 2 h / Ambient temperature

4: 48 percent / NaHS / methanol; H₂O / 48 h / 60 °C

With sodium hydrogensulfide; boron trifluoride diethyl etherate; 1-amino-3-(dimethylamino)propane; dicyclohexyl-carbodiimide; In tetrahydrofuran; methanol; dichloromethane; water;
DOI:10.1016/S0957-4166(00)80446-2

Reference yield:

: 133618-97-0
1-t-butyldiphenylsilyl-2-buten-1-ol

: 133619-19-9
(3S)-3-(1-t-butyldiphenylsilyl-1-butene) (2R)-2-hydroxy-2-phenylacetate

Guidance literature:: Multi-step reaction with 3 steps

1: 93 percent / dicyclohexylcarbodiimide (DCC), dimethylaminopropylamine (DMAP) / CH₂Cl₂ / 6 h / 0 - 25 °C

2: 97 percent / BF₃*OEt₂ / CH₂Cl₂ / 2 h / Ambient temperature

3: 48 percent / NaHS / methanol; H₂O / 48 h / 60 °C

With sodium hydrogensulfide; boron trifluoride diethyl etherate; 1-amino-3-(dimethylamino)propane; dicyclohexyl-carbodiimide; In methanol; dichloromethane; water;
DOI:10.1016/S0957-4166(00)80446-2