(2S,3aR,5S,6S,7aS)-1-{(2S,3R)-2-[(R)-3-(tert-Butyl-diphenyl-silanyloxy)-2-methoxy-propionylamino]-3-chloro-4-methyl-pentanoyl}-5,6-bis-methoxymethoxy-octahydro-indole-2-carboxylic acid

Base Information

Chemical Name:(2S,3aR,5S,6S,7aS)-1-{(2S,3R)-2-[(R)-3-(tert-Butyl-diphenyl-silanyloxy)-2-methoxy-propionylamino]-3-chloro-4-methyl-pentanoyl}-5,6-bis-methoxymethoxy-octahydro-indole-2-carboxylic acid
CAS No.:910230-94-3
Molecular Formula:C₃₉H₅₇ClN₂O₁₀Si
Molecular Weight:777.427
Hs Code.:

(2S,3aR,5S,6S,7aS)-1-{(2S,3R)-2-[(R)-3-(tert-Butyl-diphenyl-silanyloxy)-2-methoxy-propionylamino]-3-chloro-4-methyl-pentanoyl}-5,6-bis-methoxymethoxy-octahydro-indole-2-carboxylic acid

Synonyms:(2S,3aR,5S,6S,7aS)-1-{(2S,3R)-2-[(R)-3-(tert-Butyl-diphenyl-silanyloxy)-2-methoxy-propionylamino]-3-chloro-4-methyl-pentanoyl}-5,6-bis-methoxymethoxy-octahydro-indole-2-carboxylic acid

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Chemical Property of (2S,3aR,5S,6S,7aS)-1-{(2S,3R)-2-[(R)-3-(tert-Butyl-diphenyl-silanyloxy)-2-methoxy-propionylamino]-3-chloro-4-methyl-pentanoyl}-5,6-bis-methoxymethoxy-octahydro-indole-2-carboxylic acid

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Technology Process of (2S,3aR,5S,6S,7aS)-1-{(2S,3R)-2-[(R)-3-(tert-Butyl-diphenyl-silanyloxy)-2-methoxy-propionylamino]-3-chloro-4-methyl-pentanoyl}-5,6-bis-methoxymethoxy-octahydro-indole-2-carboxylic acid

There total 3 articles about (2S,3aR,5S,6S,7aS)-1-{(2S,3R)-2-[(R)-3-(tert-Butyl-diphenyl-silanyloxy)-2-methoxy-propionylamino]-3-chloro-4-methyl-pentanoyl}-5,6-bis-methoxymethoxy-octahydro-indole-2-carboxylic acid 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: 78.0%

: 910230-92-1
(2S,3aR,5S,6S,7aS)-1-{(2S,3R)-2-[(R)-3-(tert-Butyl-diphenyl-silanyloxy)-2-methoxy-propionylamino]-3-chloro-4-methyl-pentanoyl}-5,6-bis-methoxymethoxy-octahydro-indole-2-carboxylic acid methyl ester

: 910230-94-3
(2S,3aR,5S,6S,7aS)-1-{(2S,3R)-2-[(R)-3-(tert-Butyl-diphenyl-silanyloxy)-2-methoxy-propionylamino]-3-chloro-4-methyl-pentanoyl}-5,6-bis-methoxymethoxy-octahydro-indole-2-carboxylic acid

Guidance literature:: With trimethyltin(IV) hydroxide; In 1,2-dichloro-ethane; at 75 ℃; for 48h;
DOI:10.1021/ja0625834

Reference yield:

: 910230-89-6
(2S,3R,2'R)-2-[3'-(tert-butyldiphenylsilyloxy)-2'-methoxypropionylamino]-3-chloro-4-methylpentanoic acid

: 910230-94-3
(2S,3aR,5S,6S,7aS)-1-{(2S,3R)-2-[(R)-3-(tert-Butyl-diphenyl-silanyloxy)-2-methoxy-propionylamino]-3-chloro-4-methyl-pentanoyl}-5,6-bis-methoxymethoxy-octahydro-indole-2-carboxylic acid

Guidance literature:: Multi-step reaction with 2 steps

1: 57 percent / DEPBT; 2,6-lutidine / CH₂Cl₂ / 4 h / 0 °C

2: 78 percent / Me₃SnOH / 1,2-dichloro-ethane / 48 h / 75 °C

With 2,6-dimethylpyridine; trimethyltin(IV) hydroxide; 3-[(diethoxyphosphinyl)oxy]-1,2,3-benzotriazin-4(3H)-one; In dichloromethane; 1,2-dichloro-ethane;
DOI:10.1021/ja0625834

Reference yield:

: 477351-74-9
(R)-3-(tert-butyldiphenylsilyloxy)-2-methoxypropionic acid

: 910230-94-3
(2S,3aR,5S,6S,7aS)-1-{(2S,3R)-2-[(R)-3-(tert-Butyl-diphenyl-silanyloxy)-2-methoxy-propionylamino]-3-chloro-4-methyl-pentanoyl}-5,6-bis-methoxymethoxy-octahydro-indole-2-carboxylic acid

Guidance literature:: Multi-step reaction with 4 steps

1: 0.56 g / 2,6-lutidine; PyBOP / CH₂Cl₂ / 18 h / 20 °C

2: 78 percent / CrO₃; H₅IO₆; H₂O / acetonitrile / 0.5 h / 0 °C

3: 57 percent / DEPBT; 2,6-lutidine / CH₂Cl₂ / 4 h / 0 °C

4: 78 percent / Me₃SnOH / 1,2-dichloro-ethane / 48 h / 75 °C

With 2,6-dimethylpyridine; chromium(VI) oxide; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; water; periodic acid; trimethyltin(IV) hydroxide; 3-[(diethoxyphosphinyl)oxy]-1,2,3-benzotriazin-4(3H)-one; In dichloromethane; 1,2-dichloro-ethane; acetonitrile;
DOI:10.1021/ja0625834