2,2,2-Trichloro-acetimidic acid (2S,3S,4S,5R)-4,5-bis-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-tetrahydro-pyran-2-yl ester

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Chemical Name:2,2,2-Trichloro-acetimidic acid (2S,3S,4S,5R)-4,5-bis-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-tetrahydro-pyran-2-yl ester
CAS No.:201142-52-1
Molecular Formula:C₂₇H₄₆Cl₃NO₆Si₂
Molecular Weight:643.195
Hs Code.:

Synonyms:2,2,2-Trichloro-acetimidic acid (2S,3S,4S,5R)-4,5-bis-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-tetrahydro-pyran-2-yl ester

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Chemical Property of 2,2,2-Trichloro-acetimidic acid (2S,3S,4S,5R)-4,5-bis-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-tetrahydro-pyran-2-yl ester

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Technology Process of 2,2,2-Trichloro-acetimidic acid (2S,3S,4S,5R)-4,5-bis-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-tetrahydro-pyran-2-yl ester

There total 7 articles about 2,2,2-Trichloro-acetimidic acid (2S,3S,4S,5R)-4,5-bis-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-tetrahydro-pyran-2-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: 93.0%

: 545-06-2
trichloroacetonitrile

: (3S,4S,5R)-4,5-Bis-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-tetrahydro-pyran-2-ol

: 201142-52-1
2,2,2-Trichloro-acetimidic acid (2S,3S,4S,5R)-4,5-bis-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-tetrahydro-pyran-2-yl ester

Guidance literature:: With sodium hydride; In dichloromethane; at 25 ℃; for 3.5h;
DOI:10.1002/anie.199725201 DOI:10.1021/ja9810639

Reference yield:

: 69739-34-0
t-butyldimethylsiyl triflate

: 201142-52-1
2,2,2-Trichloro-acetimidic acid (2S,3S,4S,5R)-4,5-bis-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-tetrahydro-pyran-2-yl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 97 percent / Et₃N / CH₂Cl₂ / 2 h / 0 °C

2: 80 percent / NBS, pyridine / acetone; H₂O

3: 93 percent / NaH / CH₂Cl₂ / 3.5 h / 25 °C

With pyridine; N-Bromosuccinimide; sodium hydride; triethylamine; In dichloromethane; water; acetone;
DOI:10.1021/ja9810639

Reference yield:

: 824-94-2
p-methoxybenzyl chloride

: 201142-52-1
2,2,2-Trichloro-acetimidic acid (2S,3S,4S,5R)-4,5-bis-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-tetrahydro-pyran-2-yl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) NaH / 1.) DMF, 0 deg C, 30 min, 2.) DMF, 2 h

2: 84 percent / TsOH*H₂O, ethanediol / methanol / 6 h / 25 °C

3: 97 percent / Et₃N / CH₂Cl₂ / 2 h / 0 °C

4: 80 percent / NBS, pyridine / acetone; H₂O

5: 93 percent / NaH / CH₂Cl₂ / 3.5 h / 25 °C

With pyridine; N-Bromosuccinimide; sodium hydride; toluene-4-sulfonic acid; ethylene glycol; triethylamine; In methanol; dichloromethane; water; acetone;
DOI:10.1021/ja9810639