(2R,3S)-5-(tert-Butyl-diphenyl-silanyloxy)-3-(4-methoxy-benzyloxy)-pentane-1,2-diol

Base Information

Chemical Name:(2R,3S)-5-(tert-Butyl-diphenyl-silanyloxy)-3-(4-methoxy-benzyloxy)-pentane-1,2-diol
CAS No.:326471-52-7
Molecular Formula:C₂₉H₃₈O₅Si
Molecular Weight:494.703
Hs Code.:

Synonyms:(2R,3S)-5-(tert-Butyl-diphenyl-silanyloxy)-3-(4-methoxy-benzyloxy)-pentane-1,2-diol

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Chemical Property of (2R,3S)-5-(tert-Butyl-diphenyl-silanyloxy)-3-(4-methoxy-benzyloxy)-pentane-1,2-diol

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Technology Process of (2R,3S)-5-(tert-Butyl-diphenyl-silanyloxy)-3-(4-methoxy-benzyloxy)-pentane-1,2-diol

There total 4 articles about (2R,3S)-5-(tert-Butyl-diphenyl-silanyloxy)-3-(4-methoxy-benzyloxy)-pentane-1,2-diol 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%

: 1287289-17-1
C₃₂H₄₂O₅Si

: 326471-52-7
(2R,3S)-5-(tert-Butyl-diphenyl-silanyloxy)-3-(4-methoxy-benzyloxy)-pentane-1,2-diol

Guidance literature:: With toluene-4-sulfonic acid; In methanol; at 20 ℃; for 0.25h;
DOI:10.1055/s-0030-1259056

Reference yield:

: 88158-68-3
4-(tert-butyldiphenylsilyloxy)-1-butyne

: 326471-52-7
(2R,3S)-5-(tert-Butyl-diphenyl-silanyloxy)-3-(4-methoxy-benzyloxy)-pentane-1,2-diol

Guidance literature:: Multi-step reaction with 4 steps

1: BuLi / tetrahydrofuran / 1.5 h / -78 - 0 °C

2: LAH / tetrahydrofuran / 4.5 h / 0 - 23 °C

3: (-)-DET; Ti(OiPr)4; TBHP / molecular sieves 4 Angstroem / CH₂Cl₂ / 13 h / -25 °C

4: 91 percent / Ti(OiPr)4 / toluene / 1 h / 100 °C

With titanium(IV) isopropylate; tert.-butylhydroperoxide; lithium aluminium tetrahydride; n-butyllithium; (-)-diethyl tartrate; 4 A molecular sieve; In tetrahydrofuran; dichloromethane; toluene; 3: Sharpless asymmetric epoxidation;

Reference yield:

: 127665-77-4
(E)-5-(2,2-dimethyl-1,1-diphenyl-1-silapropoxy)pent-2-en-1-ol

: 326471-52-7
(2R,3S)-5-(tert-Butyl-diphenyl-silanyloxy)-3-(4-methoxy-benzyloxy)-pentane-1,2-diol

Guidance literature:: Multi-step reaction with 2 steps

1: (-)-DET; Ti(OiPr)4; TBHP / molecular sieves 4 Angstroem / CH₂Cl₂ / 13 h / -25 °C

2: 91 percent / Ti(OiPr)4 / toluene / 1 h / 100 °C

With titanium(IV) isopropylate; tert.-butylhydroperoxide; (-)-diethyl tartrate; 4 A molecular sieve; In dichloromethane; toluene; 1: Sharpless asymmetric epoxidation;