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

Base Information

Chemical Name:Benzoic acid (2R,3S,4R,5R)-3,4-bis-(tert-butyl-dimethyl-silanyloxy)-5-(2-chloro-6-methylamino-purin-9-yl)-tetrahydro-thiophen-2-ylmethyl ester
CAS No.:683275-20-9
Molecular Formula:C₃₀H₄₆ClN₅O₄SSi₂
Molecular Weight:664.416
Hs Code.:

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

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Chemical Property of Benzoic acid (2R,3S,4R,5R)-3,4-bis-(tert-butyl-dimethyl-silanyloxy)-5-(2-chloro-6-methylamino-purin-9-yl)-tetrahydro-thiophen-2-ylmethyl ester

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Technology Process of Benzoic acid (2R,3S,4R,5R)-3,4-bis-(tert-butyl-dimethyl-silanyloxy)-5-(2-chloro-6-methylamino-purin-9-yl)-tetrahydro-thiophen-2-ylmethyl ester

There total 17 articles about Benzoic acid (2R,3S,4R,5R)-3,4-bis-(tert-butyl-dimethyl-silanyloxy)-5-(2-chloro-6-methylamino-purin-9-yl)-tetrahydro-thiophen-2-ylmethyl ester 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:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 666750-35-2
benzoic acid (2R,3S,4R,5R)-5-[2-chloro-6-methylaminopurin-9-yl]-3,4-dihydroxy-tetrahydro-thiophen-2-ylmethyl ester

: 683275-20-9
Benzoic acid (2R,3S,4R,5R)-3,4-bis-(tert-butyl-dimethyl-silanyloxy)-5-(2-chloro-6-methylamino-purin-9-yl)-tetrahydro-thiophen-2-ylmethyl ester

Guidance literature:: In N,N-dimethyl-formamide;
DOI:10.1081/NCN-200061827

Reference yield:

: 596103-10-5
benzoic acid (3aS,4R,6R,6aR)-6-(2,6-dichloro-purin-9-yl)-2,2-dimethyl-tetrahydro-thieno[3,4-d][1,3]dioxol-4-ylmethyl ester

: 683275-20-9
Benzoic acid (2R,3S,4R,5R)-3,4-bis-(tert-butyl-dimethyl-silanyloxy)-5-(2-chloro-6-methylamino-purin-9-yl)-tetrahydro-thiophen-2-ylmethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: aq. acetic acid

2: dimethylformamide

With acetic acid; In N,N-dimethyl-formamide;
DOI:10.1081/NCN-200061827

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

: 683275-20-9
Benzoic acid (2R,3S,4R,5R)-3,4-bis-(tert-butyl-dimethyl-silanyloxy)-5-(2-chloro-6-methylamino-purin-9-yl)-tetrahydro-thiophen-2-ylmethyl ester

Guidance literature:: Multi-step reaction with 11 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: 70 percent / Et₃N / ethanol / 24 h / 20 °C

10.1: aq. AcOH / 12 h / 70 °C

11.1: pyridine / 5 h / 50 °C

With pyridine; lead(IV) acetate; sodium sulfide; sodium tetrahydroborate; trimethylsilyl trifluoromethanesulfonate; 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