2,2-Dimethyl-propionic acid (1S,3R,4S,5R,6R,7R)-3,5-bis-(tert-butyl-dimethyl-silanyloxymethyl)-7-(2,2-dimethyl-propionyloxy)-1-[(4R,5R)-4-(2,2-dimethyl-propionyloxy)-5-methyl-6-phenyl-hexyl]-4-ethynyl-4-hydroxy-2,8-dioxa-bicyclo[3.2.1]oct-6-yl ester

Base Information

Chemical Name:2,2-Dimethyl-propionic acid (1S,3R,4S,5R,6R,7R)-3,5-bis-(tert-butyl-dimethyl-silanyloxymethyl)-7-(2,2-dimethyl-propionyloxy)-1-[(4R,5R)-4-(2,2-dimethyl-propionyloxy)-5-methyl-6-phenyl-hexyl]-4-ethynyl-4-hydroxy-2,8-dioxa-bicyclo[3.2.1]oct-6-yl ester
CAS No.:164215-42-3
Molecular Formula:C₅₀H₈₄O₁₁Si₂
Molecular Weight:917.381
Hs Code.:

2,2-Dimethyl-propionic acid (1S,3R,4S,5R,6R,7R)-3,5-bis-(tert-butyl-dimethyl-silanyloxymethyl)-7-(2,2-dimethyl-propionyloxy)-1-[(4R,5R)-4-(2,2-dimethyl-propionyloxy)-5-methyl-6-phenyl-hexyl]-4-ethynyl-4-hydroxy-2,8-dioxa-bicyclo[3.2.1]oct-6-yl ester

Synonyms:2,2-Dimethyl-propionic acid (1S,3R,4S,5R,6R,7R)-3,5-bis-(tert-butyl-dimethyl-silanyloxymethyl)-7-(2,2-dimethyl-propionyloxy)-1-[(4R,5R)-4-(2,2-dimethyl-propionyloxy)-5-methyl-6-phenyl-hexyl]-4-ethynyl-4-hydroxy-2,8-dioxa-bicyclo[3.2.1]oct-6-yl ester

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Chemical Property of 2,2-Dimethyl-propionic acid (1S,3R,4S,5R,6R,7R)-3,5-bis-(tert-butyl-dimethyl-silanyloxymethyl)-7-(2,2-dimethyl-propionyloxy)-1-[(4R,5R)-4-(2,2-dimethyl-propionyloxy)-5-methyl-6-phenyl-hexyl]-4-ethynyl-4-hydroxy-2,8-dioxa-bicyclo[3.2.1]oct-6-yl ester

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Technology Process of 2,2-Dimethyl-propionic acid (1S,3R,4S,5R,6R,7R)-3,5-bis-(tert-butyl-dimethyl-silanyloxymethyl)-7-(2,2-dimethyl-propionyloxy)-1-[(4R,5R)-4-(2,2-dimethyl-propionyloxy)-5-methyl-6-phenyl-hexyl]-4-ethynyl-4-hydroxy-2,8-dioxa-bicyclo[3.2.1]oct-6-yl ester

There total 18 articles about 2,2-Dimethyl-propionic acid (1S,3R,4S,5R,6R,7R)-3,5-bis-(tert-butyl-dimethyl-silanyloxymethyl)-7-(2,2-dimethyl-propionyloxy)-1-[(4R,5R)-4-(2,2-dimethyl-propionyloxy)-5-methyl-6-phenyl-hexyl]-4-ethynyl-4-hydroxy-2,8-dioxa-bicyclo[3.2.1]oct-6-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: 95.0%

: C₅₃H₉₂O₁₁Si₃

: 164215-42-3
2,2-Dimethyl-propionic acid (1S,3R,4S,5R,6R,7R)-3,5-bis-(tert-butyl-dimethyl-silanyloxymethyl)-7-(2,2-dimethyl-propionyloxy)-1-[(4R,5R)-4-(2,2-dimethyl-propionyloxy)-5-methyl-6-phenyl-hexyl]-4-ethynyl-4-hydroxy-2,8-dioxa-bicyclo[3.2.1]oct-6-yl ester

Guidance literature:: With 2,6-dimethylpyridine; silver nitrate;
DOI:10.1021/ja00102a074

Reference yield:

: 3282-30-2
pivaloyl chloride

: 164215-42-3
2,2-Dimethyl-propionic acid (1S,3R,4S,5R,6R,7R)-3,5-bis-(tert-butyl-dimethyl-silanyloxymethyl)-7-(2,2-dimethyl-propionyloxy)-1-[(4R,5R)-4-(2,2-dimethyl-propionyloxy)-5-methyl-6-phenyl-hexyl]-4-ethynyl-4-hydroxy-2,8-dioxa-bicyclo[3.2.1]oct-6-yl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 97 percent / DMAP / CH₂Cl₂ / 50 °C

2: 99 percent / H₂ / Pd(OH)2/C, Pd/CaCO₃

3: 90 percent / (COCl)2, DMSO / CH₂Cl₂

4: 78 percent / Me₃N / diethyl ether

5: 95 percent / AgNO₃, 2,6-lutidine

With 2,6-dimethylpyridine; dmap; oxalyl dichloride; hydrogen; silver nitrate; dimethyl sulfoxide; trimethylamine; palladium dihydroxide; Lindlar's catalyst; calcium carbonate; In diethyl ether; dichloromethane;
DOI:10.1021/ja00102a074

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 164215-42-3
2,2-Dimethyl-propionic acid (1S,3R,4S,5R,6R,7R)-3,5-bis-(tert-butyl-dimethyl-silanyloxymethyl)-7-(2,2-dimethyl-propionyloxy)-1-[(4R,5R)-4-(2,2-dimethyl-propionyloxy)-5-methyl-6-phenyl-hexyl]-4-ethynyl-4-hydroxy-2,8-dioxa-bicyclo[3.2.1]oct-6-yl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) OsO₄, NMO, (DHQD)2PHAL, 2.) methanolic HCl, 3.) Et₃N, DMAP

2: 97 percent / DMAP / CH₂Cl₂ / 50 °C

3: 99 percent / H₂ / Pd(OH)2/C, Pd/CaCO₃

4: 90 percent / (COCl)2, DMSO / CH₂Cl₂

5: 78 percent / Me₃N / diethyl ether

6: 95 percent / AgNO₃, 2,6-lutidine

With 2,6-dimethylpyridine; hydrogenchloride; dmap; osmium(VIII) oxide; N-methyl-2-indolinone; oxalyl dichloride; hydrogen; silver nitrate; dimethyl sulfoxide; 1,4-bis(9-O-dihydroquinidine)phthalazine; triethylamine; trimethylamine; palladium dihydroxide; Lindlar's catalyst; calcium carbonate; In diethyl ether; dichloromethane;
DOI:10.1021/ja00102a074