(2S,3R)-1,2-dihydro-5-tertbutyldiphenylsilyloxy-pentan-3-yl 2-(phenylthio)acetate

Base Information

Chemical Name:(2S,3R)-1,2-dihydro-5-tertbutyldiphenylsilyloxy-pentan-3-yl 2-(phenylthio)acetate
CAS No.:920502-51-8
Molecular Formula:C₂₉H₃₆O₅SSi
Molecular Weight:524.753
Hs Code.:

Synonyms:(2S,3R)-1,2-dihydro-5-tertbutyldiphenylsilyloxy-pentan-3-yl 2-(phenylthio)acetate

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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 (2S,3R)-1,2-dihydro-5-tertbutyldiphenylsilyloxy-pentan-3-yl 2-(phenylthio)acetate

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Technology Process of (2S,3R)-1,2-dihydro-5-tertbutyldiphenylsilyloxy-pentan-3-yl 2-(phenylthio)acetate

There total 1 articles about (2S,3R)-1,2-dihydro-5-tertbutyldiphenylsilyloxy-pentan-3-yl 2-(phenylthio)acetate 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: 80.0%

: 103-04-8
(phenylthio)acetic acid

: 116003-84-0
(2S,3S)-(3-(2-(2,2-dimethyl-1,1-diphenyl-1-silapropoxy)ethyl)-2-oxiranyl)methan-1-ol

: 920502-51-8
(2S,3R)-1,2-dihydro-5-tertbutyldiphenylsilyloxy-pentan-3-yl 2-(phenylthio)acetate

Guidance literature:: With titanium(IV) isopropylate; In dichloromethane; at 20 ℃; for 2h;
DOI:10.1016/j.jorganchem.2006.08.021

Reference yield: 76.0%

: 920502-51-8
(2S,3R)-1,2-dihydro-5-tertbutyldiphenylsilyloxy-pentan-3-yl 2-(phenylthio)acetate

: 5927-18-4
trimethyl phosphonoacetate

: methyl (4R)-4-[(phenylthio)-acetoxy]-6-tert-butyldiphenylsilyloxy-hexen-2(E)-oate

Guidance literature:: (2S,3R)-1,2-dihydro-5-tertbutyldiphenylsilyloxy-pentan-3-yl 2-(phenylthio)acetate; With sodium periodate; tetrabutylammonium periodite; In methanol; water; at 20 ℃; for 1h;

trimethyl phosphonoacetate; With sodium hydride; In benzene; for 0.5h;
DOI:10.1016/j.jorganchem.2006.08.021

Reference yield:

: 920502-51-8
(2S,3R)-1,2-dihydro-5-tertbutyldiphenylsilyloxy-pentan-3-yl 2-(phenylthio)acetate

: 920502-58-5
(3S,4R,5R)-4-allyl-3-phenylthio-5-(2-tert-butyldiphenylsilyloxy)ethyl-dihydrofuran-2-one

Guidance literature:: Multi-step reaction with 5 steps

1.1: NaIO₄; tetrabutylammonium periodate / methanol; H₂O / 1 h / 20 °C

1.2: 76 percent / sodium hydride / benzene / 0.5 h

2.1: 95 percent / sodium hydride / dimethylformamide / 4 h

3.1: 92 percent / NaOH / tetrahydrofuran; H₂O

4.1: 86 percent / BH₃*SMe₂ / tetrahydrofuran

5.1: SO₃*pyridine / CH₂Cl₂

5.2: 80 percent / KHMDS / tetrahydrofuran

With sodium hydroxide; sodium periodate; pyridine-SO₃ complex; dimethylsulfide borane complex; sodium hydride; tetrabutylammonium periodite; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/j.jorganchem.2006.08.021