{(2R,3S,4R,5R)-3,4-Bis-(tert-butyl-dimethyl-silanyloxy)-5-[2-chloro-6-(2-methyl-benzylamino)-purin-9-yl]-tetrahydro-thiophen-2-yl}-methanol

Base Information

Chemical Name:{(2R,3S,4R,5R)-3,4-Bis-(tert-butyl-dimethyl-silanyloxy)-5-[2-chloro-6-(2-methyl-benzylamino)-purin-9-yl]-tetrahydro-thiophen-2-yl}-methanol
CAS No.:871913-89-2
Molecular Formula:C₃₀H₄₈ClN₅O₃SSi₂
Molecular Weight:650.433
Hs Code.:

Synonyms:{(2R,3S,4R,5R)-3,4-Bis-(tert-butyl-dimethyl-silanyloxy)-5-[2-chloro-6-(2-methyl-benzylamino)-purin-9-yl]-tetrahydro-thiophen-2-yl}-methanol

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Chemical Property of {(2R,3S,4R,5R)-3,4-Bis-(tert-butyl-dimethyl-silanyloxy)-5-[2-chloro-6-(2-methyl-benzylamino)-purin-9-yl]-tetrahydro-thiophen-2-yl}-methanol

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Technology Process of {(2R,3S,4R,5R)-3,4-Bis-(tert-butyl-dimethyl-silanyloxy)-5-[2-chloro-6-(2-methyl-benzylamino)-purin-9-yl]-tetrahydro-thiophen-2-yl}-methanol

There total 15 articles about {(2R,3S,4R,5R)-3,4-Bis-(tert-butyl-dimethyl-silanyloxy)-5-[2-chloro-6-(2-methyl-benzylamino)-purin-9-yl]-tetrahydro-thiophen-2-yl}-methanol 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:

: Benzoic acid (2R,3S,4R,5R)-3,4-bis-(tert-butyl-dimethyl-silanyloxy)-5-[2-chloro-6-(2-methyl-benzylamino)-purin-9-yl]-tetrahydro-thiophen-2-ylmethyl ester

: 871913-89-2
{(2R,3S,4R,5R)-3,4-Bis-(tert-butyl-dimethyl-silanyloxy)-5-[2-chloro-6-(2-methyl-benzylamino)-purin-9-yl]-tetrahydro-thiophen-2-yl}-methanol

Guidance literature:: With sodium methylate; In methanol; at 20 ℃; for 4h;
DOI:10.1021/jm050595e

Reference yield:

: 3969-61-7,20581-94-6,71771-89-6,73209-94-6,109008-02-8,120442-06-0,127707-49-7,28910-18-1
2,3:5,6-di-O-isopropylidene-D-gulitol

: 871913-89-2
{(2R,3S,4R,5R)-3,4-Bis-(tert-butyl-dimethyl-silanyloxy)-5-[2-chloro-6-(2-methyl-benzylamino)-purin-9-yl]-tetrahydro-thiophen-2-yl}-methanol

Guidance literature:: Multi-step reaction with 12 steps

1.1: 98 percent / pyridine / 4 h / 0 °C

2.1: 94 percent / Na₂S*H₂O / dimethylformamide / 3 h / 100 °C

3.1: 43 percent / aq. AcOH / 4 h / 20 °C

4.1: 98 percent / Pb(OAc)4 / ethyl acetate / 0.17 h

5.1: 98 percent / NaBH₄ / methanol / 0.5 h / 0 °C

6.1: 99 percent / pyridine / 6 h / 20 °C

7.1: 95 percent / m-CPBA / CH₂Cl₂ / 0.75 h / -78 °C

8.1: Et₃N; TMSOTf / acetonitrile; 1,2-dichloro-ethane / 20 °C

8.2: 54 percent / acetonitrile; 1,2-dichloro-ethane / 24 h / 83 °C

9.1: 87 percent / Et₃N / ethanol / 24 h / 20 °C

10.1: aq. AcOH / 12 h / 70 °C

11.1: pyridine / 5 h / 50 °C

12.1: NaOMe / methanol / 4 h / 20 °C

With pyridine; lead(IV) acetate; sodium sulfide; sodium tetrahydroborate; trimethylsilyl trifluoromethanesulfonate; sodium methylate; acetic acid; triethylamine; 3-chloro-benzenecarboperoxoic acid; In methanol; ethanol; dichloromethane; ethyl acetate; 1,2-dichloro-ethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jm050595e

Reference yield:

: 117859-45-7
methanesulfonic acid (S)-((4R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-((4S,5S)-5-methanesulfonyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-methyl ester

: 871913-89-2
{(2R,3S,4R,5R)-3,4-Bis-(tert-butyl-dimethyl-silanyloxy)-5-[2-chloro-6-(2-methyl-benzylamino)-purin-9-yl]-tetrahydro-thiophen-2-yl}-methanol

Guidance literature:: Multi-step reaction with 11 steps

1.1: 94 percent / Na₂S*H₂O / dimethylformamide / 3 h / 100 °C

2.1: 43 percent / aq. AcOH / 4 h / 20 °C

3.1: 98 percent / Pb(OAc)4 / ethyl acetate / 0.17 h

4.1: 98 percent / NaBH₄ / methanol / 0.5 h / 0 °C

5.1: 99 percent / pyridine / 6 h / 20 °C

6.1: 95 percent / m-CPBA / CH₂Cl₂ / 0.75 h / -78 °C

7.1: Et₃N; TMSOTf / acetonitrile; 1,2-dichloro-ethane / 20 °C

7.2: 54 percent / acetonitrile; 1,2-dichloro-ethane / 24 h / 83 °C

8.1: 87 percent / Et₃N / ethanol / 24 h / 20 °C

9.1: aq. AcOH / 12 h / 70 °C

10.1: pyridine / 5 h / 50 °C

11.1: NaOMe / methanol / 4 h / 20 °C

With pyridine; lead(IV) acetate; sodium sulfide; sodium tetrahydroborate; trimethylsilyl trifluoromethanesulfonate; sodium methylate; acetic acid; triethylamine; 3-chloro-benzenecarboperoxoic acid; In methanol; ethanol; dichloromethane; ethyl acetate; 1,2-dichloro-ethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jm050595e