1,4-anhydro-5-O-(tert-butyldiphenylsilyl)-2-deoxy-3-O-(trimethylsilyl)-D-erythro-pent-1-enitol

Base Information

• Chemical Name: 1,4-anhydro-5-O-(tert-butyldiphenylsilyl)-2-deoxy-3-O-(trimethylsilyl)-D-erythro-pent-1-enitol
• CAS No.: 127791-68-8
• Molecular Formula: C₂₄H₃₄O₃Si₂
• Molecular Weight: 426.703
• Mol file: 127791-68-8.mol

Synonyms:1,4-anhydro-5-O-(tert-butyldiphenylsilyl)-2-deoxy-3-O-(trimethylsilyl)-D-erythro-pent-1-enitol

Chemical Property of 1,4-anhydro-5-O-(tert-butyldiphenylsilyl)-2-deoxy-3-O-(trimethylsilyl)-D-erythro-pent-1-enitol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1,4-anhydro-5-O-(tert-butyldiphenylsilyl)-2-deoxy-3-O-(trimethylsilyl)-D-erythro-pent-1-enitol

There total 5 articles about 1,4-anhydro-5-O-(tert-butyldiphenylsilyl)-2-deoxy-3-O-(trimethylsilyl)-D-erythro-pent-1-enitol 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: 95.0%

5'-O-tert-butyldiphenylsilylthymidine (101527-40-6) + 1,1,1,3,3,3-hexamethyl-disilazane (999-97-3) → 1,4-anhydro-5-O-(tert-butyldiphenylsilyl)-2-deoxy-3-O-(trimethylsilyl)-D-erythro-pent-1-enitol (127791-68-8)

Guidance literature:

With ammonium sulfate; at 140 ℃; for 2h;

DOI:10.1055/s-1994-25633

Reference yield: 91.0%

N,O-bis-(trimethylsilyl)-acetamide (10416-59-8) + 5'-O-tert-butyldiphenylsilylthymidine (101527-40-6) → 1,4-anhydro-5-O-(tert-butyldiphenylsilyl)-2-deoxy-3-O-(trimethylsilyl)-D-erythro-pent-1-enitol (127791-68-8)

Guidance literature:

With 2,6-dimethylpyridine; bis(diphenylthiophosphinoyl)amine; In n-heptane; toluene; at 100 ℃; for 3h; Inert atmosphere;

DOI:10.1021/acs.joc.1c00555

Reference yield:

5'-O-(tert-butyldiphenylsilyl)thymidine + 1,1,1,3,3,3-hexamethyl-disilazane (999-97-3) → 1,4-anhydro-5-O-(tert-butyldiphenylsilyl)-2-deoxy-3-O-(trimethylsilyl)-D-erythro-pent-1-enitol (127791-68-8)

Guidance literature:

With ammonium sulfate; for 1.5h; Reflux;

DOI:10.1080/15257770.2015.1114128

upstream raw materials:

5'-O-tert-butyldiphenylsilylthymidine

1,1,1,3,3,3-hexamethyl-disilazane

tert-butylchlorodiphenylsilane

thymidine

Downstream raw materials:

(2S,3S)-2-(tert-butyldiphenylsilanyloxymethyl)tetrahydrofuran-3-ol

(2R,3S)-2-(hydroxymethyl)tetrahydrofuran-3-ol

5-O-(4,4'-dimethoxytriphenylmethyl)-1,4-anhydro-2-deoxy-D-ribitol

1-(α-D-arabinofuranosyl)-5-methyl-2,4(1H,3H)-pyrimidinedione