Diisopropyl-phosphoramidous acid (2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-{2-[2-(tert-butyl-diphenyl-silanyloxymethyl)-benzoylamino]-6-oxo-1,6-dihydro-purin-9-yl}-tetrahydro-furan-3-yl ester 2-cyano-ethyl ester

Base Information

• Chemical Name: Diisopropyl-phosphoramidous acid (2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-{2-[2-(tert-butyl-diphenyl-silanyloxymethyl)-benzoylamino]-6-oxo-1,6-dihydro-purin-9-yl}-tetrahydro-furan-3-yl ester 2-cyano-ethyl ester
• CAS No.: 129452-92-2
• Molecular Formula: C₆₄H₇₂N₇O₉PSi
• Molecular Weight: 1142.38

Synonyms:

Chemical Property of Diisopropyl-phosphoramidous acid (2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-{2-[2-(tert-butyl-diphenyl-silanyloxymethyl)-benzoylamino]-6-oxo-1,6-dihydro-purin-9-yl}-tetrahydro-furan-3-yl ester 2-cyano-ethyl ester

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Technology Process of Diisopropyl-phosphoramidous acid (2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-{2-[2-(tert-butyl-diphenyl-silanyloxymethyl)-benzoylamino]-6-oxo-1,6-dihydro-purin-9-yl}-tetrahydro-furan-3-yl ester 2-cyano-ethyl ester

There total 10 articles about Diisopropyl-phosphoramidous acid (2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-{2-[2-(tert-butyl-diphenyl-silanyloxymethyl)-benzoylamino]-6-oxo-1,6-dihydro-purin-9-yl}-tetrahydro-furan-3-yl ester 2-cyano-ethyl 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: 82.0%

N-(9-{(2R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-6-oxo-6,9-dihydro-1H-purin-2-yl)-2-(tert-butyl-diphenyl-silanyloxymethyl)-benzamide (129452-89-7) + 2-cyanoethyl-N,N-(diisopropylamino)chlorophosphine (124482-92-4,89992-70-1) → Diisopropyl-phosphoramidous acid (2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-{2-[2-(tert-butyl-diphenyl-silanyloxymethyl)-benzoylamino]-6-oxo-1,6-dihydro-purin-9-yl}-tetrahydro-furan-3-yl ester 2-cyano-ethyl ester (129452-92-2)

Guidance literature:

DOI:10.1016/S0040-4039(00)94573-8

Reference yield:

o-bromobenzyl alcohol (18982-54-2) → Diisopropyl-phosphoramidous acid (2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-{2-[2-(tert-butyl-diphenyl-silanyloxymethyl)-benzoylamino]-6-oxo-1,6-dihydro-purin-9-yl}-tetrahydro-furan-3-yl ester 2-cyano-ethyl ester (129452-92-2)

Guidance literature:

Multi-step reaction with 7 steps

2: Mg / in Et₂O

3: oxalyl chloride / toluene

4: pyridine

5: H₂O / methanol

7: 82 percent

With oxalyl dichloride; water; magnesium; In pyridine; methanol; toluene;

DOI:10.1016/S0040-4039(00)94573-8

Reference yield:

(2-Bromo-benzyloxy)-tert-butyl-diphenyl-silane (132286-87-4) → Diisopropyl-phosphoramidous acid (2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-{2-[2-(tert-butyl-diphenyl-silanyloxymethyl)-benzoylamino]-6-oxo-1,6-dihydro-purin-9-yl}-tetrahydro-furan-3-yl ester 2-cyano-ethyl ester (129452-92-2)

Guidance literature:

Multi-step reaction with 6 steps

1: Mg / in Et₂O

2: oxalyl chloride / toluene

3: pyridine

4: H₂O / methanol

6: 82 percent

With oxalyl dichloride; water; magnesium; In pyridine; methanol; toluene;

DOI:10.1016/S0040-4039(00)94573-8

upstream raw materials:

N-(9-{(2R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-6-oxo-6,9-dihydro-1H-purin-2-yl)-2-(tert-butyl-diphenyl-silanyloxymethyl)-benzamide

2-cyanoethyl-N,N-(diisopropylamino)chlorophosphine

o-bromobenzyl alcohol

(2-Bromo-benzyloxy)-tert-butyl-diphenyl-silane

Downstream raw materials:

(2R,3S,5R)-5-(2-amino-6-oxo-1,6-dihydro-9H-purin-9-yl)-2-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)tetrahydrofuran-3-yl (2-cyanoethyl) diisopropylphosphoramidite

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