Phosphoric acid (2R,3S,5R)-5-(6-amino-purin-9-yl)-3-(tert-butyl-dimethyl-silanyloxy)-tetrahydro-furan-2-ylmethyl ester (2R,3S,5R)-5-(6-amino-purin-9-yl)-2-hydroxymethyl-tetrahydro-furan-3-yl ester 2-chloro-phenyl ester

Base Information

• Chemical Name: Phosphoric acid (2R,3S,5R)-5-(6-amino-purin-9-yl)-3-(tert-butyl-dimethyl-silanyloxy)-tetrahydro-furan-2-ylmethyl ester (2R,3S,5R)-5-(6-amino-purin-9-yl)-2-hydroxymethyl-tetrahydro-furan-3-yl ester 2-chloro-phenyl ester
• CAS No.: 94189-94-3
• Molecular Formula: C₃₂H₄₂ClN₁₀O₈PSi
• Molecular Weight: 789.26

Synonyms:

Chemical Property of Phosphoric acid (2R,3S,5R)-5-(6-amino-purin-9-yl)-3-(tert-butyl-dimethyl-silanyloxy)-tetrahydro-furan-2-ylmethyl ester (2R,3S,5R)-5-(6-amino-purin-9-yl)-2-hydroxymethyl-tetrahydro-furan-3-yl ester 2-chloro-phenyl ester

Chemical Property:

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MSDS Files:

Useful:

Technology Process of Phosphoric acid (2R,3S,5R)-5-(6-amino-purin-9-yl)-3-(tert-butyl-dimethyl-silanyloxy)-tetrahydro-furan-2-ylmethyl ester (2R,3S,5R)-5-(6-amino-purin-9-yl)-2-hydroxymethyl-tetrahydro-furan-3-yl ester 2-chloro-phenyl ester

There total 4 articles about Phosphoric acid (2R,3S,5R)-5-(6-amino-purin-9-yl)-3-(tert-butyl-dimethyl-silanyloxy)-tetrahydro-furan-2-ylmethyl ester (2R,3S,5R)-5-(6-amino-purin-9-yl)-2-hydroxymethyl-tetrahydro-furan-3-yl ester 2-chloro-phenyl ester 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:

Phosphoric acid (2R,3S,5R)-5-(6-amino-purin-9-yl)-3-(tert-butyl-dimethyl-silanyloxy)-tetrahydro-furan-2-ylmethyl ester 2-chloro-phenyl ester 4-nitro-phenyl ester (94189-84-1) → Phosphoric acid (2R,3S,5R)-5-(6-amino-purin-9-yl)-3-(tert-butyl-dimethyl-silanyloxy)-tetrahydro-furan-2-ylmethyl ester (2R,3S,5R)-5-(6-amino-purin-9-yl)-2-hydroxymethyl-tetrahydro-furan-3-yl ester 2-chloro-phenyl ester (94189-94-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) tert-butylmagnesium chloride / 1.) THF, 15 deg C; 2.) THF, 15 deg C, 2 h

With tert-butylmagnesium chloride;

DOI:10.1016/0040-4039(84)80051-9

Reference yield:

2'-deoxy-5-O-[(4-methoxyphenyl)(diphenyl)methyl]adenosine (51600-10-3) → Phosphoric acid (2R,3S,5R)-5-(6-amino-purin-9-yl)-3-(tert-butyl-dimethyl-silanyloxy)-tetrahydro-furan-2-ylmethyl ester (2R,3S,5R)-5-(6-amino-purin-9-yl)-2-hydroxymethyl-tetrahydro-furan-3-yl ester 2-chloro-phenyl ester (94189-94-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) tert-butylmagnesium chloride / 1.) THF, 15 deg C; 2.) THF, 15 deg C, 2 h

With tert-butylmagnesium chloride;

DOI:10.1016/0040-4039(84)80051-9

Reference yield:

3'-O-(tert-butyldimethylsilyl)-2'-deoxyadenosine (51549-31-6) → Phosphoric acid (2R,3S,5R)-5-(6-amino-purin-9-yl)-3-(tert-butyl-dimethyl-silanyloxy)-tetrahydro-furan-2-ylmethyl ester (2R,3S,5R)-5-(6-amino-purin-9-yl)-2-hydroxymethyl-tetrahydro-furan-3-yl ester 2-chloro-phenyl ester (94189-94-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) tert-butylmagnesium chloride / 1.) THF, 15 deg C, 5 min; 2.) THF, 15 deg C, 60 min

2: 1.) tert-butylmagnesium chloride / 1.) THF, 15 deg C; 2.) THF, 15 deg C, 2 h

With tert-butylmagnesium chloride;

DOI:10.1016/0040-4039(84)80051-9

upstream raw materials:

o-chlorophenyl 5'-O-p-methoxytrityl-2'-deoxyadenylyl(3'->5')-3'-O-tert-butyldimethylsilyl-2'-deoxyadenosine

Phosphoric acid (2R,3S,5R)-5-(6-amino-purin-9-yl)-3-(tert-butyl-dimethyl-silanyloxy)-tetrahydro-furan-2-ylmethyl ester 2-chloro-phenyl ester 4-nitro-phenyl ester

2'-deoxy-5-O-[(4-methoxyphenyl)(diphenyl)methyl]adenosine

3'-O-(tert-butyldimethylsilyl)-2'-deoxyadenosine

Downstream raw materials:

C₆₈H₇₃Cl₂N₁₅O₁₄P₂Si

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