Acetic acid (2R,3R,4R,5R)-4-acetoxy-5-acetoxymethyl-2-(6-benzoylamino-purin-9-yl)-3-phenylselanyl-tetrahydro-thiophen-2-ylmethyl ester

Base Information

Chemical Name:Acetic acid (2R,3R,4R,5R)-4-acetoxy-5-acetoxymethyl-2-(6-benzoylamino-purin-9-yl)-3-phenylselanyl-tetrahydro-thiophen-2-ylmethyl ester
CAS No.:474409-86-4
Molecular Formula:C₃₀H₂₉N₅O₇SSe
Molecular Weight:682.616
Hs Code.:

Synonyms:Acetic acid (2R,3R,4R,5R)-4-acetoxy-5-acetoxymethyl-2-(6-benzoylamino-purin-9-yl)-3-phenylselanyl-tetrahydro-thiophen-2-ylmethyl ester

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Chemical Property of Acetic acid (2R,3R,4R,5R)-4-acetoxy-5-acetoxymethyl-2-(6-benzoylamino-purin-9-yl)-3-phenylselanyl-tetrahydro-thiophen-2-ylmethyl ester

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Technology Process of Acetic acid (2R,3R,4R,5R)-4-acetoxy-5-acetoxymethyl-2-(6-benzoylamino-purin-9-yl)-3-phenylselanyl-tetrahydro-thiophen-2-ylmethyl ester

There total 3 articles about Acetic acid (2R,3R,4R,5R)-4-acetoxy-5-acetoxymethyl-2-(6-benzoylamino-purin-9-yl)-3-phenylselanyl-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: 90.0%

: 108-24-7
acetic anhydride

: 474409-80-8
N-{9-[2-(tert-butyl-dimethyl-silanyloxymethyl)-5,5,7,7-tetraisopropyl-3-phenylselanyl-tetrahydro-4,6,8-trioxa-1-thia-5,7-disila-cyclopentacycloocten-2-yl]-9H-purin-6-yl}-benzamide

: 474409-86-4
Acetic acid (2R,3R,4R,5R)-4-acetoxy-5-acetoxymethyl-2-(6-benzoylamino-purin-9-yl)-3-phenylselanyl-tetrahydro-thiophen-2-ylmethyl ester

Guidance literature:: N-{9-[2-(tert-butyl-dimethyl-silanyloxymethyl)-5,5,7,7-tetraisopropyl-3-phenylselanyl-tetrahydro-4,6,8-trioxa-1-thia-5,7-disila-cyclopentacycloocten-2-yl]-9H-purin-6-yl}-benzamide; With tetrabutyl ammonium fluoride; In tetrahydrofuran;

acetic anhydride; With dmap; N-ethyl-N,N-diisopropylamine; In dichloromethane;
DOI:10.1016/S0040-4039(02)01131-0

Reference yield:

: 209048-61-3
1,4-anhydro-2-deoxy-3,5-O-(1,1,3,3-tetraisopropyldisiloxan-1,3-diyl)-4-thio-D-erythro-pent-1-enitol

: 474409-86-4
Acetic acid (2R,3R,4R,5R)-4-acetoxy-5-acetoxymethyl-2-(6-benzoylamino-purin-9-yl)-3-phenylselanyl-tetrahydro-thiophen-2-ylmethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: LDA

1.2: 69 percent / NaBH₄

2.1: 40 percent / acetonitrile; CH₂Cl₂ / -40 °C

3.1: Bu₄NF / tetrahydrofuran

3.2: 90 percent / iPr₂NEt; DMAP / CH₂Cl₂

With tetrabutyl ammonium fluoride; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane; acetonitrile;
DOI:10.1016/S0040-4039(02)01131-0

Reference yield:

: 474409-49-9
1,4-anhydro-1-(tert-butyldimethylsilyloxymethyl)-2-deoxy-3,5-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-4-thio-D-erythropento-1-enitol

: 474409-86-4
Acetic acid (2R,3R,4R,5R)-4-acetoxy-5-acetoxymethyl-2-(6-benzoylamino-purin-9-yl)-3-phenylselanyl-tetrahydro-thiophen-2-ylmethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: 40 percent / acetonitrile; CH₂Cl₂ / -40 °C

2.1: Bu₄NF / tetrahydrofuran

2.2: 90 percent / iPr₂NEt; DMAP / CH₂Cl₂

With tetrabutyl ammonium fluoride; In tetrahydrofuran; dichloromethane; acetonitrile;
DOI:10.1016/S0040-4039(02)01131-0