3-Methoxy-5-methyl-naphthalene-1-carboxylic acid (S)-{4-[(3R,4R,5S)-3,4-bis-benzyloxy-5-methanesulfonyloxymethyl-pyrrolidin-(2E)-ylidene]-5-oxo-4,5-dihydro-oxazol-2-yl}-((S)-2-methyl-oxiranyl)-methyl ester

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Chemical Name:3-Methoxy-5-methyl-naphthalene-1-carboxylic acid (S)-{4-[(3R,4R,5S)-3,4-bis-benzyloxy-5-methanesulfonyloxymethyl-pyrrolidin-(2E)-ylidene]-5-oxo-4,5-dihydro-oxazol-2-yl}-((S)-2-methyl-oxiranyl)-methyl ester
CAS No.:228120-05-6
Molecular Formula:C₄₀H₄₀N₂O₁₁S
Molecular Weight:756.83
Hs Code.:

3-Methoxy-5-methyl-naphthalene-1-carboxylic acid (S)-{4-[(3R,4R,5S)-3,4-bis-benzyloxy-5-methanesulfonyloxymethyl-pyrrolidin-(2E)-ylidene]-5-oxo-4,5-dihydro-oxazol-2-yl}-((S)-2-methyl-oxiranyl)-methyl ester

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Chemical Property of 3-Methoxy-5-methyl-naphthalene-1-carboxylic acid (S)-{4-[(3R,4R,5S)-3,4-bis-benzyloxy-5-methanesulfonyloxymethyl-pyrrolidin-(2E)-ylidene]-5-oxo-4,5-dihydro-oxazol-2-yl}-((S)-2-methyl-oxiranyl)-methyl ester

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Technology Process of 3-Methoxy-5-methyl-naphthalene-1-carboxylic acid (S)-{4-[(3R,4R,5S)-3,4-bis-benzyloxy-5-methanesulfonyloxymethyl-pyrrolidin-(2E)-ylidene]-5-oxo-4,5-dihydro-oxazol-2-yl}-((S)-2-methyl-oxiranyl)-methyl ester

There total 16 articles about 3-Methoxy-5-methyl-naphthalene-1-carboxylic acid (S)-{4-[(3R,4R,5S)-3,4-bis-benzyloxy-5-methanesulfonyloxymethyl-pyrrolidin-(2E)-ylidene]-5-oxo-4,5-dihydro-oxazol-2-yl}-((S)-2-methyl-oxiranyl)-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: 91.0%

: 22250-90-4
3-methoxy-5-methylnaphthalene-1-carboxylic acid

: 205441-76-5
Methanesulfonic acid (2S,3R,4R)-3,4-bis-benzyloxy-5-[2-[(S)-hydroxy-((S)-2-methyl-oxiranyl)-methyl]-5-oxo-oxazol-(4E)-ylidene]-pyrrolidin-2-ylmethyl ester

: 228120-05-6
3-Methoxy-5-methyl-naphthalene-1-carboxylic acid (S)-{4-[(3R,4R,5S)-3,4-bis-benzyloxy-5-methanesulfonyloxymethyl-pyrrolidin-(2E)-ylidene]-5-oxo-4,5-dihydro-oxazol-2-yl}-((S)-2-methyl-oxiranyl)-methyl ester

Guidance literature:: With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride;

Reference yield:

: 13866-57-4
(E)-methyl 4-hydroxy-3-methylbut-2-enoate

: 228120-05-6
3-Methoxy-5-methyl-naphthalene-1-carboxylic acid (S)-{4-[(3R,4R,5S)-3,4-bis-benzyloxy-5-methanesulfonyloxymethyl-pyrrolidin-(2E)-ylidene]-5-oxo-4,5-dihydro-oxazol-2-yl}-((S)-2-methyl-oxiranyl)-methyl ester

Guidance literature:: Multi-step reaction with 16 steps

1: i-Pr₂NEt

2: aq. NaOH

3: 1-ethyl 3-(dimethylaminopropyl)carbodiimide hydrochloride, Et₃N

4: 92 percent / aq. NaOH

5: 100 percent / C₆H₁₁NCNCH₂N(Me)(CH₂CH₂OCH₂CH₂)⁽¹⁺⁾*TsO^(1-)

6: 58 percent / toluene / 60 °C

7: DDQ

8: NaBH₄

9: 59 percent / 1.) (DHQ)2PHAL, OsO₄; 2.) H₂S / CH₂Cl₂ / -15 °C

10: 81 percent / γ-collidine

11: 84 percent / DBU

12: 92 percent / Dess-Martin oxidn.

13: TBAF

14: γ-collidine

15: NaBH₄, CeCl₃*7H₂O / methanol / 0 °C

16: 91 percent / 1-ethyl 3-(dimethylaminopropyl)carbodiimide hydrochloride, DMAP

With 2,4,6-trimethyl-pyridine; dmap; sodium hydroxide; sodium tetrahydroborate; osmium(VIII) oxide; cerium(III) chloride; Hydroquinone 1,4-phthalazinediyl diether; C₆H₁₁NCNCH₂N(Me)(CH₂CH₂OCH₂CH₂)⁽¹⁺⁾*TsO^(1-); hydrogen sulfide; tetrabutyl ammonium fluoride; 1,8-diazabicyclo[5.4.0]undec-7-ene; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In methanol; dichloromethane; toluene;

Reference yield:

: 205441-81-2
(E)-3-(benzyloxymethoxy)methyl-2-butenoic acid

: 228120-05-6
3-Methoxy-5-methyl-naphthalene-1-carboxylic acid (S)-{4-[(3R,4R,5S)-3,4-bis-benzyloxy-5-methanesulfonyloxymethyl-pyrrolidin-(2E)-ylidene]-5-oxo-4,5-dihydro-oxazol-2-yl}-((S)-2-methyl-oxiranyl)-methyl ester

Guidance literature:: Multi-step reaction with 14 steps

1: 1-ethyl 3-(dimethylaminopropyl)carbodiimide hydrochloride, Et₃N

2: 92 percent / aq. NaOH

3: 100 percent / C₆H₁₁NCNCH₂N(Me)(CH₂CH₂OCH₂CH₂)⁽¹⁺⁾*TsO^(1-)

4: 58 percent / toluene / 60 °C

5: DDQ

6: NaBH₄

7: 59 percent / 1.) (DHQ)2PHAL, OsO₄; 2.) H₂S / CH₂Cl₂ / -15 °C

8: 81 percent / γ-collidine

9: 84 percent / DBU

10: 92 percent / Dess-Martin oxidn.

11: TBAF

12: γ-collidine

13: NaBH₄, CeCl₃*7H₂O / methanol / 0 °C

14: 91 percent / 1-ethyl 3-(dimethylaminopropyl)carbodiimide hydrochloride, DMAP

With 2,4,6-trimethyl-pyridine; dmap; sodium hydroxide; sodium tetrahydroborate; osmium(VIII) oxide; cerium(III) chloride; Hydroquinone 1,4-phthalazinediyl diether; C₆H₁₁NCNCH₂N(Me)(CH₂CH₂OCH₂CH₂)⁽¹⁺⁾*TsO^(1-); hydrogen sulfide; tetrabutyl ammonium fluoride; 1,8-diazabicyclo[5.4.0]undec-7-ene; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In methanol; dichloromethane; toluene;