Acetic acid (2R,3S)-9-benzyloxy-3-(tert-butyl-dimethyl-silanyloxymethyl)-6,7-dimethoxy-2,3,8-trimethyl-2,3-dihydro-naphtho[1,2-b]furan-4-yl ester

Base Information

Chemical Name:Acetic acid (2R,3S)-9-benzyloxy-3-(tert-butyl-dimethyl-silanyloxymethyl)-6,7-dimethoxy-2,3,8-trimethyl-2,3-dihydro-naphtho[1,2-b]furan-4-yl ester
CAS No.:217486-29-8
Molecular Formula:C₃₃H₄₄O₇Si
Molecular Weight:580.794
Hs Code.:

Acetic acid (2R,3S)-9-benzyloxy-3-(tert-butyl-dimethyl-silanyloxymethyl)-6,7-dimethoxy-2,3,8-trimethyl-2,3-dihydro-naphtho[1,2-b]furan-4-yl ester

Synonyms:Acetic acid (2R,3S)-9-benzyloxy-3-(tert-butyl-dimethyl-silanyloxymethyl)-6,7-dimethoxy-2,3,8-trimethyl-2,3-dihydro-naphtho[1,2-b]furan-4-yl ester

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Chemical Property of Acetic acid (2R,3S)-9-benzyloxy-3-(tert-butyl-dimethyl-silanyloxymethyl)-6,7-dimethoxy-2,3,8-trimethyl-2,3-dihydro-naphtho[1,2-b]furan-4-yl ester

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Technology Process of Acetic acid (2R,3S)-9-benzyloxy-3-(tert-butyl-dimethyl-silanyloxymethyl)-6,7-dimethoxy-2,3,8-trimethyl-2,3-dihydro-naphtho[1,2-b]furan-4-yl ester

There total 1 articles about Acetic acid (2R,3S)-9-benzyloxy-3-(tert-butyl-dimethyl-silanyloxymethyl)-6,7-dimethoxy-2,3,8-trimethyl-2,3-dihydro-naphtho[1,2-b]furan-4-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:

: 75-36-5
acetyl chloride

: {3-Benzyloxy-2-[(4S,5R)-4-(tert-butyl-dimethyl-silanyloxymethyl)-4,5-dimethyl-4,5-dihydro-furan-2-yl]-5,6-dimethoxy-4-methyl-phenyl}-acetic acid

: 217486-29-8
Acetic acid (2R,3S)-9-benzyloxy-3-(tert-butyl-dimethyl-silanyloxymethyl)-6,7-dimethoxy-2,3,8-trimethyl-2,3-dihydro-naphtho[1,2-b]furan-4-yl ester

Guidance literature:: With dmap; In toluene; at 110 ℃; for 5h; Yield given;
DOI:10.1021/ja982403t

Reference yield:

: 217486-29-8
Acetic acid (2R,3S)-9-benzyloxy-3-(tert-butyl-dimethyl-silanyloxymethyl)-6,7-dimethoxy-2,3,8-trimethyl-2,3-dihydro-naphtho[1,2-b]furan-4-yl ester

: 217486-32-3
(2R,3R)-9-Benzyloxy-6,7-dimethoxy-4-(2-methoxy-ethoxymethoxy)-2,3,8-trimethyl-2,3-dihydro-naphtho[1,2-b]furan-3-carbaldehyde

Guidance literature:: Multi-step reaction with 4 steps

1: K₂CO₃, MeOH / 0.42 h

2: NaH / 1,2-dimethoxy-ethane / -78 °C

3: 97 percent / CsF / dimethylformamide / 14 h / 120 °C

4: 90 percent / TPAP, NMO, 4 Angstroem molecular sieves / CH₂Cl₂; acetonitrile / 0.25 h / Ambient temperature

With methanol; N-methyl-2-indolinone; tetrapropylammonium perruthennate; 4 A molecular sieve; sodium hydride; potassium carbonate; cesium fluoride; In 1,2-dimethoxyethane; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/ja982403t

Reference yield:

: 217486-29-8
Acetic acid (2R,3S)-9-benzyloxy-3-(tert-butyl-dimethyl-silanyloxymethyl)-6,7-dimethoxy-2,3,8-trimethyl-2,3-dihydro-naphtho[1,2-b]furan-4-yl ester

: (2R,3R)-9-Benzyloxy-6,7-dimethoxy-4-(2-methoxy-ethoxymethoxy)-2,3,8-trimethyl-3-(R)-oxiranyl-2,3-dihydro-naphtho[1,2-b]furan

Guidance literature:: Multi-step reaction with 5 steps

1: K₂CO₃, MeOH / 0.42 h

2: NaH / 1,2-dimethoxy-ethane / -78 °C

3: 97 percent / CsF / dimethylformamide / 14 h / 120 °C

4: 90 percent / TPAP, NMO, 4 Angstroem molecular sieves / CH₂Cl₂; acetonitrile / 0.25 h / Ambient temperature

5: 1.) NaH / 1.) hexane, DMSO, RT, 40 min, 2.) hexane, DMSO, RT, 6 d

With methanol; N-methyl-2-indolinone; tetrapropylammonium perruthennate; 4 A molecular sieve; sodium hydride; potassium carbonate; cesium fluoride; In 1,2-dimethoxyethane; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/ja982403t