9-(2-O-acetyl-3-O-benzyl-5-O-methanesulfonyl-4-C-methanesulfonyloxymethyl-α-L-threo-pentofuranosyl)-2-N-acetyl-6-O-(diphenylcarbamoyl)guanine

Base Information

Chemical Name:9-(2-O-acetyl-3-O-benzyl-5-O-methanesulfonyl-4-C-methanesulfonyloxymethyl-α-L-threo-pentofuranosyl)-2-N-acetyl-6-O-(diphenylcarbamoyl)guanine
CAS No.:410076-97-0
Molecular Formula:C₃₇H₃₈N₆O₁₃S₂
Molecular Weight:838.873
Hs Code.:

9-(2-O-acetyl-3-O-benzyl-5-O-methanesulfonyl-4-C-methanesulfonyloxymethyl-α-L-threo-pentofuranosyl)-2-N-acetyl-6-O-(diphenylcarbamoyl)guanine

Synonyms:9-(2-O-acetyl-3-O-benzyl-5-O-methanesulfonyl-4-C-methanesulfonyloxymethyl-α-L-threo-pentofuranosyl)-2-N-acetyl-6-O-(diphenylcarbamoyl)guanine

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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 9-(2-O-acetyl-3-O-benzyl-5-O-methanesulfonyl-4-C-methanesulfonyloxymethyl-α-L-threo-pentofuranosyl)-2-N-acetyl-6-O-(diphenylcarbamoyl)guanine

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Technology Process of 9-(2-O-acetyl-3-O-benzyl-5-O-methanesulfonyl-4-C-methanesulfonyloxymethyl-α-L-threo-pentofuranosyl)-2-N-acetyl-6-O-(diphenylcarbamoyl)guanine

There total 5 articles about 9-(2-O-acetyl-3-O-benzyl-5-O-methanesulfonyl-4-C-methanesulfonyloxymethyl-α-L-threo-pentofuranosyl)-2-N-acetyl-6-O-(diphenylcarbamoyl)guanine 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: 59.0%

: 410076-93-6
3-O-benzyl-1,2-di-O-acetyl-5-O-(methylsulfonyl)-4-C-(methylsulfonyloxymethyl)-α,β-L-threo-pentofuranose

: 8,9-di(trimethylsilyl)-2-N-acetyl-6-O-(diphenylcarbamoyl)guanine

: 410076-97-0
9-(2-O-acetyl-3-O-benzyl-5-O-methanesulfonyl-4-C-methanesulfonyloxymethyl-α-L-threo-pentofuranosyl)-2-N-acetyl-6-O-(diphenylcarbamoyl)guanine

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In toluene;
DOI:10.1081/NCN-120022824

Reference yield:

: 146558-05-6
2-N-acetyl-6-O-(diphenylcarbamoyl)guanine

: 410076-93-6
3-O-benzyl-1,2-di-O-acetyl-5-O-(methylsulfonyl)-4-C-(methylsulfonyloxymethyl)-α,β-L-threo-pentofuranose

: 13435-12-6
N-Trimethylsilylacetamide

: 410076-97-0
9-(2-O-acetyl-3-O-benzyl-5-O-methanesulfonyl-4-C-methanesulfonyloxymethyl-α-L-threo-pentofuranosyl)-2-N-acetyl-6-O-(diphenylcarbamoyl)guanine

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In toluene; at 80 ℃; for 1h;
DOI:10.1021/ja0168763

Reference yield:

: 72261-44-0
1,2-O-isopropylidene-3-O-benzyl-4-C-(hydroxymethyl)-β-L-threo-pento-1,4-furanose

: 410076-97-0
9-(2-O-acetyl-3-O-benzyl-5-O-methanesulfonyl-4-C-methanesulfonyloxymethyl-α-L-threo-pentofuranosyl)-2-N-acetyl-6-O-(diphenylcarbamoyl)guanine

Guidance literature:: Multi-step reaction with 4 steps

1: 66 percent / pyridine / 4 h / 20 °C

2: 80percent aq. TFA / 4 h / 20 °C

3: 3.50 g / pyridine / 3 h / 20 °C

4: 2.77 g / trimethylsilyltriflate / toluene / 1 h / 80 °C

With pyridine; trimethylsilyl trifluoromethanesulfonate; In toluene;
DOI:10.1021/ja0168763