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

Base Information

• Chemical Name: 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
• CAS No.: 474409-80-8
• Molecular Formula: C₄₂H₆₃N₅O₅SSeSi₃
• Molecular Weight: 913.275

Synonyms: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

Chemical Property of 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

Chemical Property:

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Technology Process of 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

There total 3 articles about 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 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: 40.0%

Phenylselenyl chloride (5707-04-0) + N-Benzoyl-N,9-bis(trimethylsilyl)adenin (18055-47-5) + 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 (474409-49-9) → (3aS,9aR)-5,5,7,7-Tetraisopropyl-9,9a-dihydro-3aH-4,6,8-trioxa-1-thia-5,7-disila-cyclopentacyclooctene-2-carbaldehyde + 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 (474409-80-8)

Guidance literature:

In dichloromethane; acetonitrile; at -40 ℃;

DOI:10.1016/S0040-4039(02)01131-0

Reference yield:

tert-butyldimethylsilyl chloride (18162-48-6) → 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 (474409-80-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: LDA

1.2: 69 percent / NaBH₄

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

With lithium diisopropyl amide; In dichloromethane; acetonitrile;

DOI:10.1016/S0040-4039(02)01131-0

Reference yield:

1,4-anhydro-2-deoxy-3,5-O-(1,1,3,3-tetraisopropyldisiloxan-1,3-diyl)-4-thio-D-erythro-pent-1-enitol (209048-61-3) → 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 (474409-80-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: LDA

1.2: 69 percent / NaBH₄

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

With lithium diisopropyl amide; In dichloromethane; acetonitrile;

DOI:10.1016/S0040-4039(02)01131-0

upstream raw materials:

Phenylselenyl chloride

N-Benzoyl-N,9-bis(trimethylsilyl)adenin

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

tert-butyldimethylsilyl chloride

Downstream raw materials:

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

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

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

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