Benzoic acid (2S,3R,4S,5R)-4,5-bis-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-2,4-dimethyl-heptyl ester

Base Information

Chemical Name:Benzoic acid (2S,3R,4S,5R)-4,5-bis-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-2,4-dimethyl-heptyl ester
CAS No.:129245-12-1
Molecular Formula:C₃₆H₆₀O₆Si₂
Molecular Weight:645.04
Hs Code.:

Synonyms:Benzoic acid (2S,3R,4S,5R)-4,5-bis-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-2,4-dimethyl-heptyl ester

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Chemical Property of Benzoic acid (2S,3R,4S,5R)-4,5-bis-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-2,4-dimethyl-heptyl ester

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Technology Process of Benzoic acid (2S,3R,4S,5R)-4,5-bis-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-2,4-dimethyl-heptyl ester

There total 12 articles about Benzoic acid (2S,3R,4S,5R)-4,5-bis-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-2,4-dimethyl-heptyl 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:

: 69739-34-0
t-butyldimethylsiyl triflate

: 129245-11-0
Benzoic acid (2S,3R,4R,5R)-4,5-dihydroxy-3-(4-methoxy-benzyloxy)-2,4-dimethyl-heptyl ester

: 129245-12-1
Benzoic acid (2S,3R,4S,5R)-4,5-bis-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-2,4-dimethyl-heptyl ester

Guidance literature:: With triethylamine; In dichloromethane; at 100 ℃; for 17h;
DOI:10.1007/BF00963025 DOI:10.1016/S0040-4020(01)81090-5

Reference yield:

: 81099-74-3,129269-49-4
(2R,3R,4R,5R)-3,4-Bis-benzyloxy-2-ethyl-6-methoxy-3,5-dimethyl-tetrahydro-pyran

: 129245-12-1
Benzoic acid (2S,3R,4S,5R)-4,5-bis-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-2,4-dimethyl-heptyl ester

Guidance literature:: Multi-step reaction with 11 steps

1: EtOH / Raney-Ni / 1 h / Heating

2: PPTS / 5 h / Heating

3: 100 percent / pyridine / 2 h / 50 °C

4: 100 percent / iPr₂NEt / CH₂Cl₂ / 2.5 h / 50 °C

5: 100 percent / 1N MeONa/MeOH / 3 h / 50 °C

6: 1) NaH / 1) DMF, 30 min, 2) 12h

7: 1) t-BuOK, 2) Hg(OAc)2 / 1) DSMO, 50 deg C, 2h, 2) acetone, water, 20 deg C, 12h

8: 100 percent / NaBH₄ / aq. ethanol / 50 h

9: 100 percent / pyridine / CH₂Cl₂ / 1 h / 20 °C

10: 1N HCl / tetrahydrofuran / 3 h / 60 °C

11: Et₃N / CH₂Cl₂ / 17 h / 100 °C

With pyridine; hydrogenchloride; methanol; sodium tetrahydroborate; ethanol; potassium tert-butylate; mercury(II) diacetate; sodium methylate; pyridinium p-toluenesulfonate; sodium hydride; triethylamine; N-ethyl-N,N-diisopropylamine; nickel; In tetrahydrofuran; ethanol; dichloromethane;
DOI:10.1007/BF00963025

Reference yield:

: 129245-10-9
Benzoic acid (2S,3R,4R,5R)-5-hydroxy-3-(4-methoxy-benzyloxy)-4-methoxymethoxy-2,4-dimethyl-heptyl ester

: 129245-12-1
Benzoic acid (2S,3R,4S,5R)-4,5-bis-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-2,4-dimethyl-heptyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 1 N HCl / tetrahydrofuran / 3 h / 60 °C

2: Et₃N / CH₂Cl₂ / 17 h / 100 °C

With hydrogenchloride; triethylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1016/S0040-4020(01)81090-5