(7S,9S,10R)-10-Dibenzylamino-3-hydroxy-9-methoxy-7-triisopropylsilanyloxy-undecanoic acid methyl ester

Base Information

Chemical Name:(7S,9S,10R)-10-Dibenzylamino-3-hydroxy-9-methoxy-7-triisopropylsilanyloxy-undecanoic acid methyl ester
CAS No.:186957-65-3
Molecular Formula:C₃₆H₅₉NO₅Si
Molecular Weight:613.954
Hs Code.:

Synonyms:(7S,9S,10R)-10-Dibenzylamino-3-hydroxy-9-methoxy-7-triisopropylsilanyloxy-undecanoic acid methyl ester

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Chemical Property of (7S,9S,10R)-10-Dibenzylamino-3-hydroxy-9-methoxy-7-triisopropylsilanyloxy-undecanoic acid methyl ester

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Technology Process of (7S,9S,10R)-10-Dibenzylamino-3-hydroxy-9-methoxy-7-triisopropylsilanyloxy-undecanoic acid methyl ester

There total 7 articles about (7S,9S,10R)-10-Dibenzylamino-3-hydroxy-9-methoxy-7-triisopropylsilanyloxy-undecanoic acid methyl 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: 87.0%

: 79-20-9
acetic acid methyl ester

: (5S,7S,8R)-8-Dibenzylamino-7-methoxy-5-triisopropylsilanyloxy-nonanal

: 186957-65-3
(7S,9S,10R)-10-Dibenzylamino-3-hydroxy-9-methoxy-7-triisopropylsilanyloxy-undecanoic acid methyl ester

Guidance literature:: With lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃; for 1.5h;
DOI:10.1246/cl.1997.9

Reference yield:

: 80522-42-5
triisopropylsilyl trifluoromethanesulfonate

: 186957-65-3
(7S,9S,10R)-10-Dibenzylamino-3-hydroxy-9-methoxy-7-triisopropylsilanyloxy-undecanoic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 98 percent / 2,6-lutidine / CH₂Cl₂ / 0.25 h / 0 °C

2: 87 percent / HF / pyridine; tetrahydrofuran / 1.5 h / Ambient temperature

3: 96 percent / (COCl)2, DMSO, Et₃N / CH₂Cl₂ / 1 h / -78 - 0 °C

4: 87 percent / LDA / tetrahydrofuran / 1.5 h / -78 °C

With 2,6-dimethylpyridine; oxalyl dichloride; hydrogen fluoride; dimethyl sulfoxide; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; pyridine; dichloromethane;
DOI:10.1246/cl.1997.9

Reference yield:

: 111060-63-0,121010-18-2,129286-74-4,120205-96-1
(R)-2-(dibenzylamino)propanal

: 186957-65-3
(7S,9S,10R)-10-Dibenzylamino-3-hydroxy-9-methoxy-7-triisopropylsilanyloxy-undecanoic acid methyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 88 percent / LDA / tetrahydrofuran / 1.5 h / -78 - 25 °C

2: 71 percent / Ag₂O, 4 A MS, / diethyl ether / 48 h / Heating

3: 58 percent / red-Al / diethyl ether / 0.25 h / 0 °C

4: 98 percent / 2,6-lutidine / CH₂Cl₂ / 0.25 h / 0 °C

5: 87 percent / HF / pyridine; tetrahydrofuran / 1.5 h / Ambient temperature

6: 96 percent / (COCl)2, DMSO, Et₃N / CH₂Cl₂ / 1 h / -78 - 0 °C

7: 87 percent / LDA / tetrahydrofuran / 1.5 h / -78 °C

With 2,6-dimethylpyridine; oxalyl dichloride; hydrogen fluoride; dimethyl sulfoxide; triethylamine; sodium bis(2-methoxyethoxy)aluminium dihydride; silver(l) oxide; lithium diisopropyl amide; In tetrahydrofuran; pyridine; diethyl ether; dichloromethane;
DOI:10.1246/cl.1997.9