(Triphenyl-λ⁵-phosphanylidene)-acetic acid (2R,4S,5R)-4-(tert-butyl-dimethyl-silanyloxymethyl)-2-phenyl-[1,3]dioxan-5-yl ester

Base Information

• Chemical Name: (Triphenyl-λ⁵-phosphanylidene)-acetic acid (2R,4S,5R)-4-(tert-butyl-dimethyl-silanyloxymethyl)-2-phenyl-[1,3]dioxan-5-yl ester
• CAS No.: 121194-87-4
• Molecular Formula: C₃₇H₄₃O₅PSi
• Molecular Weight: 626.805

Synonyms:(Triphenyl-λ⁵-phosphanylidene)-acetic acid (2R,4S,5R)-4-(tert-butyl-dimethyl-silanyloxymethyl)-2-phenyl-[1,3]dioxan-5-yl ester

Chemical Property of (Triphenyl-λ⁵-phosphanylidene)-acetic acid (2R,4S,5R)-4-(tert-butyl-dimethyl-silanyloxymethyl)-2-phenyl-[1,3]dioxan-5-yl ester

Chemical Property:

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Technology Process of (Triphenyl-λ⁵-phosphanylidene)-acetic acid (2R,4S,5R)-4-(tert-butyl-dimethyl-silanyloxymethyl)-2-phenyl-[1,3]dioxan-5-yl ester

There total 4 articles about (Triphenyl-λ⁵-phosphanylidene)-acetic acid (2R,4S,5R)-4-(tert-butyl-dimethyl-silanyloxymethyl)-2-phenyl-[1,3]dioxan-5-yl 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: 92.0%

(2R,4S,5R)-(-)-4-(t-butyldimethylsiloxymethyl)-2-phenyl-1,3-dioxan-5-yl bromoacetate (121194-86-3) + triphenylphosphine (603-35-0) → (Triphenyl-λ5-phosphanylidene)-acetic acid (2R,4S,5R)-4-(tert-butyl-dimethyl-silanyloxymethyl)-2-phenyl-[1,3]dioxan-5-yl ester (121194-87-4)

Guidance literature:

In benzene; for 24h; Ambient temperature;

Reference yield:

(2R,4S,5R)-2-phenyl-5-hydroxy-1,3-dioxane-4-methanol (117122-84-6) → (Triphenyl-λ5-phosphanylidene)-acetic acid (2R,4S,5R)-4-(tert-butyl-dimethyl-silanyloxymethyl)-2-phenyl-[1,3]dioxan-5-yl ester (121194-87-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 89 percent / Et₃N, 4-dimethylaminopyridine / dimethylformamide

2: 70 percent

With dmap; triethylamine; In N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(00)80437-2

Reference yield:

tert-butyldimethylsilyl chloride (18162-48-6) → (Triphenyl-λ5-phosphanylidene)-acetic acid (2R,4S,5R)-4-(tert-butyl-dimethyl-silanyloxymethyl)-2-phenyl-[1,3]dioxan-5-yl ester (121194-87-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 89 percent / Et₃N, 4-dimethylaminopyridine / dimethylformamide

2: 70 percent

With dmap; triethylamine; In N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(00)80437-2

upstream raw materials:

(2R,4S,5R)-(-)-4-(t-butyldimethylsiloxymethyl)-2-phenyl-1,3-dioxan-5-yl bromoacetate

triphenylphosphine

(2R,4S,5R)-2-phenyl-5-hydroxy-1,3-dioxane-4-methanol

1,3-O-benzylidene-4-O-(tert-butyldimethylsilyl)-L-erythritol

Downstream raw materials:

(E)-6-[(E)-2,3-Bis-(3,4-dimethoxy-phenyl)-acryloylamino]-hex-2-enoic acid (2R,4S,5R)-4-(tert-butyl-dimethyl-silanyloxymethyl)-2-phenyl-[1,3]dioxan-5-yl ester

(6R,7R,8S,8aR,2'R,4'S,5'R)-(+)-4'-(t-butyldimethylsiloxymethyl)-2'-phenyl-1',3'-dioxan-5'-yl 6,7-bis-(3,4-dimethoxyphenyl)-5-oxoindolizidine-8-carboxylate

(6S,7R,8S,8aR)-6,7-Bis-(3,4-dimethoxy-phenyl)-5-oxo-octahydro-indolizine-8-carboxylic acid (2R,4S,5R)-4-(tert-butyl-dimethyl-silanyloxymethyl)-2-phenyl-[1,3]dioxan-5-yl ester

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