Benzoic acid (4R,5R)-2-allyloxy-5-[(R)-2,3-bis-(tert-butyl-dimethyl-silanyloxy)-propyl]-4-methyl-2-oxo-2λ⁵-[1,3,2]dioxaphospholan-4-ylmethyl ester

Base Information

• Chemical Name: Benzoic acid (4R,5R)-2-allyloxy-5-[(R)-2,3-bis-(tert-butyl-dimethyl-silanyloxy)-propyl]-4-methyl-2-oxo-2λ⁵-[1,3,2]dioxaphospholan-4-ylmethyl ester
• CAS No.: 575456-34-7
• Molecular Formula: C₂₉H₅₁O₈PSi₂
• Molecular Weight: 614.864

Synonyms:Benzoic acid (4R,5R)-2-allyloxy-5-[(R)-2,3-bis-(tert-butyl-dimethyl-silanyloxy)-propyl]-4-methyl-2-oxo-2λ⁵-[1,3,2]dioxaphospholan-4-ylmethyl ester

Chemical Property of Benzoic acid (4R,5R)-2-allyloxy-5-[(R)-2,3-bis-(tert-butyl-dimethyl-silanyloxy)-propyl]-4-methyl-2-oxo-2λ⁵-[1,3,2]dioxaphospholan-4-ylmethyl ester

Chemical Property:

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Technology Process of Benzoic acid (4R,5R)-2-allyloxy-5-[(R)-2,3-bis-(tert-butyl-dimethyl-silanyloxy)-propyl]-4-methyl-2-oxo-2λ⁵-[1,3,2]dioxaphospholan-4-ylmethyl ester

There total 5 articles about Benzoic acid (4R,5R)-2-allyloxy-5-[(R)-2,3-bis-(tert-butyl-dimethyl-silanyloxy)-propyl]-4-methyl-2-oxo-2λ⁵-[1,3,2]dioxaphospholan-4-ylmethyl 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:

t-butyldimethylsiyl triflate (69739-34-0) → Benzoic acid (4R,5R)-2-allyloxy-5-[(R)-2,3-bis-(tert-butyl-dimethyl-silanyloxy)-propyl]-4-methyl-2-oxo-2λ5-[1,3,2]dioxaphospholan-4-ylmethyl ester (575456-34-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 85 percent / pyridine / CH₂Cl₂ / 1 h / -78 - 20 °C

2: POCl₃; pyridine / 0.5 h / 0 °C

3: 0 °C

With pyridine; trichlorophosphate; In dichloromethane;

DOI:10.1021/ja030133v

Reference yield:

Benzoic acid (2R,3R,5R)-2,3,5,6-tetrahydroxy-2-methyl-hexyl ester → Benzoic acid (4R,5R)-2-allyloxy-5-[(R)-2,3-bis-(tert-butyl-dimethyl-silanyloxy)-propyl]-4-methyl-2-oxo-2λ5-[1,3,2]dioxaphospholan-4-ylmethyl ester (575456-34-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 85 percent / pyridine / CH₂Cl₂ / 1 h / -78 - 20 °C

2: POCl₃; pyridine / 0.5 h / 0 °C

3: 0 °C

With pyridine; trichlorophosphate; In dichloromethane;

DOI:10.1021/ja030133v

Reference yield:

(2RS,3RS,5RS)-1-benzoyloxy-5,6-isopropylidenedioxy-2-methyl-2,3-hexanediol → Benzoic acid (4R,5R)-2-allyloxy-5-[(R)-2,3-bis-(tert-butyl-dimethyl-silanyloxy)-propyl]-4-methyl-2-oxo-2λ5-[1,3,2]dioxaphospholan-4-ylmethyl ester (575456-34-7)

Guidance literature:

Multi-step reaction with 4 steps

1: aq. acetic acid / 1.5 h / 20 °C

2: 85 percent / pyridine / CH₂Cl₂ / 1 h / -78 - 20 °C

3: POCl₃; pyridine / 0.5 h / 0 °C

4: 0 °C

With pyridine; acetic acid; trichlorophosphate; In dichloromethane;

DOI:10.1021/ja030133v

upstream raw materials:

allyl alcohol

t-butyldimethylsiyl triflate

(2R,3R,5R)-1-benzoyloxy-5,6-bis(tert-butyldimethylsiloxy)-2-methyl-2,3-hexanediol

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