1-[2-O-(tert-butyldimethylsilyl)-3-deoxy-3-C-methanesulfonylmethyl-5-O-(4-methoxytrityl)-β-D-ribo-pentofuranosyl]uracil

Base Information

Chemical Name:1-[2-O-(tert-butyldimethylsilyl)-3-deoxy-3-C-methanesulfonylmethyl-5-O-(4-methoxytrityl)-β-D-ribo-pentofuranosyl]uracil
CAS No.:377773-02-9
Molecular Formula:C₃₇H₄₆N₂O₉SSi
Molecular Weight:722.932
Hs Code.:

Synonyms:1-[2-O-(tert-butyldimethylsilyl)-3-deoxy-3-C-methanesulfonylmethyl-5-O-(4-methoxytrityl)-β-D-ribo-pentofuranosyl]uracil

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 1-[2-O-(tert-butyldimethylsilyl)-3-deoxy-3-C-methanesulfonylmethyl-5-O-(4-methoxytrityl)-β-D-ribo-pentofuranosyl]uracil

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Technology Process of 1-[2-O-(tert-butyldimethylsilyl)-3-deoxy-3-C-methanesulfonylmethyl-5-O-(4-methoxytrityl)-β-D-ribo-pentofuranosyl]uracil

There total 2 articles about 1-[2-O-(tert-butyldimethylsilyl)-3-deoxy-3-C-methanesulfonylmethyl-5-O-(4-methoxytrityl)-β-D-ribo-pentofuranosyl]uracil 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: 88.0%

: 124-63-0
methanesulfonyl chloride

: 377773-01-8
1-[2-O-(tert-butyldimethylsilyl)-3-deoxy-3-C-hydroxymethyl-5-O-(4-methoxytriphenylmethyl)-β-D-ribo-pentofuranosyl]uracil

: 377773-02-9
1-[2-O-(tert-butyldimethylsilyl)-3-deoxy-3-C-methanesulfonylmethyl-5-O-(4-methoxytrityl)-β-D-ribo-pentofuranosyl]uracil

Guidance literature:: With pyridine; In acetonitrile; at 20 ℃; for 20h;
DOI:10.1081/NCN-100002562 DOI:10.1002/1099-0690(200111)2001:22<4305::AID-EJOC4305>3.0.CO;2-9

Reference yield:

: 377773-00-7
1-[2-O-(tert-butyldimethylsilyl)-3-deoxy-3-C-methylene-5-O-(4-monomethoxytrityl)-β-D-erythro-pentofuranosyl]uracil

: 377773-02-9
1-[2-O-(tert-butyldimethylsilyl)-3-deoxy-3-C-methanesulfonylmethyl-5-O-(4-methoxytrityl)-β-D-ribo-pentofuranosyl]uracil

Guidance literature:: Multi-step reaction with 2 steps

1.1: 9-BBN-H / hexane / 20 h / 0 - 20 °C

1.2: 64 percent / NaBO₃*4H₂O / tetrahydrofuran; methanol; H₂O / 30 h / 20 °C

2.1: 88 percent / pyridine / acetonitrile / 20 h / 20 °C

With pyridine; 9-borabicyclo[3.3.1]nonane dimer; In hexane; acetonitrile;
DOI:10.1002/1099-0690(200111)2001:22<4305::AID-EJOC4305>3.0.CO;2-9

Reference yield: 94.0%

: 377773-02-9
1-[2-O-(tert-butyldimethylsilyl)-3-deoxy-3-C-methanesulfonylmethyl-5-O-(4-methoxytrityl)-β-D-ribo-pentofuranosyl]uracil

: 402564-06-1
1-[3-C-azidomethyl-2-O-(tert-butyldimethylsilyl)-3-deoxy-5-O-(4-methoxytrityl)-β-D-ribo-pentofuranosyl]uracil

Guidance literature:: With lithium azide; In N,N-dimethyl-formamide; at 60 ℃; for 20h;
DOI:10.1002/1099-0690(200111)2001:22<4305::AID-EJOC4305>3.0.CO;2-9