1-[(5R,7R,8R)-8-(tert-Butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-2,2,2-triphenyl-1,6-dioxa-2λ⁵-phospha-spiro[3.4]oct-7-yl]-1H-pyrimidine-2,4-dione

Base Information

• Chemical Name: 1-[(5R,7R,8R)-8-(tert-Butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-2,2,2-triphenyl-1,6-dioxa-2λ⁵-phospha-spiro[3.4]oct-7-yl]-1H-pyrimidine-2,4-dione
• CAS No.: 134660-29-0
• Molecular Formula: C₄₀H₅₅N₂O₆PSi₂
• Molecular Weight: 747.031

Synonyms:

Chemical Property of 1-[(5R,7R,8R)-8-(tert-Butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-2,2,2-triphenyl-1,6-dioxa-2λ⁵-phospha-spiro[3.4]oct-7-yl]-1H-pyrimidine-2,4-dione

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-[(5R,7R,8R)-8-(tert-Butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-2,2,2-triphenyl-1,6-dioxa-2λ⁵-phospha-spiro[3.4]oct-7-yl]-1H-pyrimidine-2,4-dione

There total 4 articles about 1-[(5R,7R,8R)-8-(tert-Butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-2,2,2-triphenyl-1,6-dioxa-2λ⁵-phospha-spiro[3.4]oct-7-yl]-1H-pyrimidine-2,4-dione 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:

tert-butyldimethylsilyl chloride (18162-48-6) → 1-[(5R,7R,8R)-8-(tert-Butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-2,2,2-triphenyl-1,6-dioxa-2λ5-phospha-spiro[3.4]oct-7-yl]-1H-pyrimidine-2,4-dione (134660-29-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 70 percent / pyridine / 48 h / Ambient temperature

2: 83 percent / chromium trioxide/pyridine/acetic anhydride / CH₂Cl₂ / 1 h / Ambient temperature

3: 1.) sodium 2-methyl-2-butoxide / 1.) ether, benzene, room temperature, 2 h, 2.) -78 deg C to -10 deg C, 1 h

With pyridine; chromium(VI) oxide; acetic anhydride; sodium tert-pentoxide; In dichloromethane;

DOI:10.1055/s-1991-26774

Reference yield:

uridine (58-96-8) → 1-[(5R,7R,8R)-8-(tert-Butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-2,2,2-triphenyl-1,6-dioxa-2λ5-phospha-spiro[3.4]oct-7-yl]-1H-pyrimidine-2,4-dione (134660-29-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 70 percent / pyridine / 48 h / Ambient temperature

2: 83 percent / chromium trioxide/pyridine/acetic anhydride / CH₂Cl₂ / 1 h / Ambient temperature

3: 1.) sodium 2-methyl-2-butoxide / 1.) ether, benzene, room temperature, 2 h, 2.) -78 deg C to -10 deg C, 1 h

With pyridine; chromium(VI) oxide; acetic anhydride; sodium tert-pentoxide; In dichloromethane;

DOI:10.1055/s-1991-26774

Reference yield:

2',5'-bis-O-(tert-butyldimethylsilyl)uridine (54925-66-5) → 1-[(5R,7R,8R)-8-(tert-Butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-2,2,2-triphenyl-1,6-dioxa-2λ5-phospha-spiro[3.4]oct-7-yl]-1H-pyrimidine-2,4-dione (134660-29-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 83 percent / chromium trioxide/pyridine/acetic anhydride / CH₂Cl₂ / 1 h / Ambient temperature

2: 1.) sodium 2-methyl-2-butoxide / 1.) ether, benzene, room temperature, 2 h, 2.) -78 deg C to -10 deg C, 1 h

With pyridine; chromium(VI) oxide; acetic anhydride; sodium tert-pentoxide; In dichloromethane;

DOI:10.1055/s-1991-26774

upstream raw materials:

Methyltriphenylphosphonium bromide

2',5'-bis-O-tert-butyldimethylsilyl-3'-ketouridine

tert-butyldimethylsilyl chloride

uridine

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