2′-O-acetyl-3′-O-benzyl-5′-(O-tert-butyldiphenylsilyl)-4′-C-(Z)-prop-1-enyluridine

Base Information

Chemical Name:2′-O-acetyl-3′-O-benzyl-5′-(O-tert-butyldiphenylsilyl)-4′-C-(Z)-prop-1-enyluridine
CAS No.:1421238-36-9
Molecular Formula:C₃₇H₄₂N₂O₇Si
Molecular Weight:654.835
Hs Code.:

Synonyms:2′-O-acetyl-3′-O-benzyl-5′-(O-tert-butyldiphenylsilyl)-4′-C-(Z)-prop-1-enyluridine

Suppliers and Price of 2′-O-acetyl-3′-O-benzyl-5′-(O-tert-butyldiphenylsilyl)-4′-C-(Z)-prop-1-enyluridine

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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 2′-O-acetyl-3′-O-benzyl-5′-(O-tert-butyldiphenylsilyl)-4′-C-(Z)-prop-1-enyluridine

Chemical Property:

Purity/Quality:: 97% ^*data from raw suppliers

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Technology Process of 2′-O-acetyl-3′-O-benzyl-5′-(O-tert-butyldiphenylsilyl)-4′-C-(Z)-prop-1-enyluridine

There total 4 articles about 2′-O-acetyl-3′-O-benzyl-5′-(O-tert-butyldiphenylsilyl)-4′-C-(Z)-prop-1-enyluridine 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: 71.0%

: 1421238-35-8
1,2-di-O-acetyl-3-O-benzyl-5-(O-tert-butyldiphenylsilyl)-4-C-(Z)-prop-1-enyl-α,β-D-ribofuranose

: 66-22-8,144104-68-7,18324-22-6,27072-01-1,2920-92-5,51953-19-6
uracil

: 1421238-36-9
2′-O-acetyl-3′-O-benzyl-5′-(O-tert-butyldiphenylsilyl)-4′-C-(Z)-prop-1-enyluridine

Guidance literature:: 1,2-di-O-acetyl-3-O-benzyl-5-(O-tert-butyldiphenylsilyl)-4-C-(Z)-prop-1-enyl-α,β-D-ribofuranose; uracil; With N,O-bis-(trimethylsilyl)-acetamide; In acetonitrile; at 20 ℃; for 1h; Reflux;

With trimethylsilyl trifluoromethanesulfonate; In acetonitrile; for 1h; stereoselective reaction; Reflux;
DOI:10.3998/ark.5550190.0014.206

Reference yield:

: 212970-72-4
{3-[(2,2-dimethyl-1,1-diphenyl-1-silapropoxy)methyl]-(1S,3R,4S,5R)-7,7-dimethyl-2,6,8-trioxa-4-(phenylmethoxy)bicyclo[3.3.0]oct-3-yl}methan-1-ol

: 1421238-36-9
2′-O-acetyl-3′-O-benzyl-5′-(O-tert-butyldiphenylsilyl)-4′-C-(Z)-prop-1-enyluridine

Guidance literature:: Multi-step reaction with 4 steps

1.1: Dess-Martin periodane / dichloromethane / 20 °C

2.1: potassium tert-butylate / tetrahydrofuran / 2 h / 20 °C

2.2: 17 h

3.1: sulfuric acid / acetic acid / 24 h / 20 °C

4.1: N,O-bis-(trimethylsilyl)-acetamide / acetonitrile / 1 h / 20 °C / Reflux

4.2: 1 h / Reflux

With N,O-bis-(trimethylsilyl)-acetamide; sulfuric acid; potassium tert-butylate; Dess-Martin periodane; In tetrahydrofuran; dichloromethane; acetic acid; acetonitrile;
DOI:10.3998/ark.5550190.0014.206

Reference yield:

: 454715-80-1
5-O-(tert-butyldiphenylsilyl)-3-O-benzyl-4-C-formyl-1,2-O-isopropylidene-α-D-erythropentofuranose

: 1421238-36-9
2′-O-acetyl-3′-O-benzyl-5′-(O-tert-butyldiphenylsilyl)-4′-C-(Z)-prop-1-enyluridine

Guidance literature:: Multi-step reaction with 3 steps

1.1: potassium tert-butylate / tetrahydrofuran / 2 h / 20 °C

1.2: 17 h

2.1: sulfuric acid / acetic acid / 24 h / 20 °C

3.1: N,O-bis-(trimethylsilyl)-acetamide / acetonitrile / 1 h / 20 °C / Reflux

3.2: 1 h / Reflux

With N,O-bis-(trimethylsilyl)-acetamide; sulfuric acid; potassium tert-butylate; In tetrahydrofuran; acetic acid; acetonitrile;
DOI:10.3998/ark.5550190.0014.206