[(2R,11S,12R,14S,15R,17R,19S)-19-tert-butyldiphenylsiloxymethyl-15-methyl-13,18-dioxadispiro(2H-3,6-dihydropyran-6,5'-oxolane-2',3''-bicyclo[4.3.0]nonane)-2-yl]phenylmethoxymethane

Base Information

Chemical Name:[(2R,11S,12R,14S,15R,17R,19S)-19-tert-butyldiphenylsiloxymethyl-15-methyl-13,18-dioxadispiro(2H-3,6-dihydropyran-6,5'-oxolane-2',3''-bicyclo[4.3.0]nonane)-2-yl]phenylmethoxymethane
CAS No.:693251-09-1
Molecular Formula:C₄₀H₅₀O₆Si
Molecular Weight:654.919
Hs Code.:

[(2R,11S,12R,14S,15R,17R,19S)-19-tert-butyldiphenylsiloxymethyl-15-methyl-13,18-dioxadispiro(2H-3,6-dihydropyran-6,5'-oxolane-2',3''-bicyclo[4.3.0]nonane)-2-yl]phenylmethoxymethane

Synonyms:[(2R,11S,12R,14S,15R,17R,19S)-19-tert-butyldiphenylsiloxymethyl-15-methyl-13,18-dioxadispiro(2H-3,6-dihydropyran-6,5'-oxolane-2',3''-bicyclo[4.3.0]nonane)-2-yl]phenylmethoxymethane

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Chemical Property of [(2R,11S,12R,14S,15R,17R,19S)-19-tert-butyldiphenylsiloxymethyl-15-methyl-13,18-dioxadispiro(2H-3,6-dihydropyran-6,5'-oxolane-2',3''-bicyclo[4.3.0]nonane)-2-yl]phenylmethoxymethane

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Technology Process of [(2R,11S,12R,14S,15R,17R,19S)-19-tert-butyldiphenylsiloxymethyl-15-methyl-13,18-dioxadispiro(2H-3,6-dihydropyran-6,5'-oxolane-2',3''-bicyclo[4.3.0]nonane)-2-yl]phenylmethoxymethane

There total 7 articles about [(2R,11S,12R,14S,15R,17R,19S)-19-tert-butyldiphenylsiloxymethyl-15-methyl-13,18-dioxadispiro(2H-3,6-dihydropyran-6,5'-oxolane-2',3''-bicyclo[4.3.0]nonane)-2-yl]phenylmethoxymethane 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: 72.0%

: 693251-10-4
[(1S,3S,5R,7S,9R,11R,14R,19R)-19-phenylmethoxymethyl-2,4,8,16-tetraoxa-13-thiapentacyclo[14.1.5.0^3,11.0^3,14.0^5,9]icos-19-en-7-yl]tert-butyldiphenylsiloxymethane

: 693251-09-1
[(2R,11S,12R,14S,15R,17R,19S)-19-tert-butyldiphenylsiloxymethyl-15-methyl-13,18-dioxadispiro(2H-3,6-dihydropyran-6,5'-oxolane-2',3''-bicyclo[4.3.0]nonane)-2-yl]phenylmethoxymethane

Guidance literature:: With Raney Ni W-4; In ethanol; for 1h; Heating;

Reference yield:

: 680227-31-0
(1R)-(1-benzyloxymethyl-but-3-ynyloxy)-triethyl-silane

: 693251-09-1
[(2R,11S,12R,14S,15R,17R,19S)-19-tert-butyldiphenylsiloxymethyl-15-methyl-13,18-dioxadispiro(2H-3,6-dihydropyran-6,5'-oxolane-2',3''-bicyclo[4.3.0]nonane)-2-yl]phenylmethoxymethane

Guidance literature:: Multi-step reaction with 5 steps

1.1: n-BuLi / hexane; tetrahydrofuran / 0.67 h / 0 °C

1.2: 46.4 mg / hexane; tetrahydrofuran / 0.33 h / -78 °C

2.1: 36.2 mg / H₂ / Lindlar catalyst / benzene / 7 h / 20 °C

3.1: 33.7 mg / DMSO; i-Pr₂NEt; SO₃*Py / CH₂Cl₂ / 0.25 h / 20 °C

4.1: 57 percent / Yb(OTf)3 / acetonitrile / 2 h / 20 °C

5.1: 72 percent / Raney Ni W-4 / ethanol / 1 h / Heating

With n-butyllithium; pyridine-SO₃ complex; Raney Ni W-4; hydrogen; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; ytterbium(III) triflate; Lindlar's catalyst; In tetrahydrofuran; ethanol; hexane; dichloromethane; acetonitrile; benzene; 2.1: Lindlar reduction;

Reference yield:

: 667421-98-9
2-[(1R,3S,4R,7R,9R,11S)-11-tert-butyldiphenylsiloxymethyl-3-methoxy-2,10-dioxa-5-thiatricyclo[7.3.0.0^3,7]dodec-4-yl]ethan-1-ol

: 693251-09-1
[(2R,11S,12R,14S,15R,17R,19S)-19-tert-butyldiphenylsiloxymethyl-15-methyl-13,18-dioxadispiro(2H-3,6-dihydropyran-6,5'-oxolane-2',3''-bicyclo[4.3.0]nonane)-2-yl]phenylmethoxymethane

Guidance literature:: Multi-step reaction with 6 steps

1.1: 90 percent / DMSO; Et₃N; SO₃*Py / CH₂Cl₂ / 2 h / 20 °C

2.1: n-BuLi / hexane; tetrahydrofuran / 0.67 h / 0 °C

2.2: 46.4 mg / hexane; tetrahydrofuran / 0.33 h / -78 °C

3.1: 36.2 mg / H₂ / Lindlar catalyst / benzene / 7 h / 20 °C

4.1: 33.7 mg / DMSO; i-Pr₂NEt; SO₃*Py / CH₂Cl₂ / 0.25 h / 20 °C

5.1: 57 percent / Yb(OTf)3 / acetonitrile / 2 h / 20 °C

6.1: 72 percent / Raney Ni W-4 / ethanol / 1 h / Heating

With n-butyllithium; pyridine-SO₃ complex; Raney Ni W-4; hydrogen; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; ytterbium(III) triflate; Lindlar's catalyst; In tetrahydrofuran; ethanol; hexane; dichloromethane; acetonitrile; benzene; 3.1: Lindlar reduction;