2-((2R,3R)-5-{2-[(1Ξ,3R)-4-(tert-butyl-diphenyl-silanyloxy)-1,3-dimethyl-butyl]-5,5-dimethyl-[1,3]dioxan-2-yl}-2-hydroxy-3-methyl-pentyl)-5-(methyl-trifluoroacetyl-amino)-benzooxazole-4-carboxylic acid methyl ester

Base Information

Chemical Name:2-((2R,3R)-5-{2-[(1Ξ,3R)-4-(tert-butyl-diphenyl-silanyloxy)-1,3-dimethyl-butyl]-5,5-dimethyl-[1,3]dioxan-2-yl}-2-hydroxy-3-methyl-pentyl)-5-(methyl-trifluoroacetyl-amino)-benzooxazole-4-carboxylic acid methyl ester
CAS No.:72297-85-9
Molecular Formula:C₄₆H₆₁F₃N₂O₈Si
Molecular Weight:855.08
Hs Code.:

2-((2<i>R</i>,3<i>R</i>)-5-{2-[(1Ξ,3<i>R</i>)-4-(<i>tert</i>-butyl-diphenyl-silanyloxy)-1,3-dimethyl-butyl]-5,5-dimethyl-[1,3]dioxan-2-yl}-2-hydroxy-3-methyl-pentyl)-5-(methyl-trifluoroacetyl-amino)-benzooxazole-4-carboxylic acid methyl ester

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Chemical Property of 2-((2R,3R)-5-{2-[(1Ξ,3R)-4-(tert-butyl-diphenyl-silanyloxy)-1,3-dimethyl-butyl]-5,5-dimethyl-[1,3]dioxan-2-yl}-2-hydroxy-3-methyl-pentyl)-5-(methyl-trifluoroacetyl-amino)-benzooxazole-4-carboxylic acid methyl ester

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Technology Process of 2-((2R,3R)-5-{2-[(1Ξ,3R)-4-(tert-butyl-diphenyl-silanyloxy)-1,3-dimethyl-butyl]-5,5-dimethyl-[1,3]dioxan-2-yl}-2-hydroxy-3-methyl-pentyl)-5-(methyl-trifluoroacetyl-amino)-benzooxazole-4-carboxylic acid methyl ester

There total 20 articles about 2-((2R,3R)-5-{2-[(1Ξ,3R)-4-(tert-butyl-diphenyl-silanyloxy)-1,3-dimethyl-butyl]-5,5-dimethyl-[1,3]dioxan-2-yl}-2-hydroxy-3-methyl-pentyl)-5-(methyl-trifluoroacetyl-amino)-benzooxazole-4-carboxylic 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:

: 80630-99-5
methyl 5-(2,2,2-trifluoro-N-methylacetamido)-2-lithiomethyl-4-benzoxazolecarboxylate

: 72297-83-7
(R)-4-{2-[(1Ξ,3R)-4-(tert-butyl-diphenyl-silanyloxy)-1,3-dimethyl-butyl]-5,5-dimethyl-[1,3]dioxan-2-yl}-2-methyl-butyraldehyde

: 72297-85-9,72345-94-9
2-((2R,3R)-5-{2-[(1Ξ,3R)-4-(tert-butyl-diphenyl-silanyloxy)-1,3-dimethyl-butyl]-5,5-dimethyl-[1,3]dioxan-2-yl}-2-hydroxy-3-methyl-pentyl)-5-(methyl-trifluoroacetyl-amino)-benzooxazole-4-carboxylic acid methyl ester

Guidance literature:: In tetrahydrofuran; at -100 ℃;
DOI:10.1021/ja00516a069

Reference yield:

: 74231-27-9
(2R,4R,5R)-2,4-Dimethyl-hept-6-ene-1,5-diol

: 72297-85-9,72345-94-9
2-((2R,3R)-5-{2-[(1R,3R)-4-(tert-Butyl-diphenyl-silanyloxy)-1,3-dimethyl-butyl]-5,5-dimethyl-[1,3]dioxan-2-yl}-2-hydroxy-3-methyl-pentyl)-5-[methyl-(2,2,2-trifluoro-acetyl)-amino]-benzooxazole-4-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 11 steps

1: 1) Et₃N, DMAP / 1)CH₂Cl₂

2: 1)LDA / 1) THF, 2) HMPA

3: Claisen rearrangement

4: KOH

5: 1) OsO₄, 2) camphorsulfonic acid / 1) pyridine, 2) benzene

6: PCC, NaOAc / CH₂Cl₂

7: aluminum amalgam / tetrahydrofuran; aq. ethanol

8: diethyl ether

9: 1) HC(OCH₃)3, TsOH, 2) LiAlH₄ / 1) CH₂Cl₂

10: Collins reagent

11: 1) LDA / 1) THF, - 100 deg C, 2) -100 deg C

With dmap; potassium hydroxide; osmium(VIII) oxide; lithium aluminium tetrahydride; aluminium amalgam; Collins oxidation agent; camphor-10-sulfonic acid; sodium acetate; toluene-4-sulfonic acid; triethylamine; pyridinium chlorochromate; lithium diisopropyl amide; trimethyl orthoformate; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane;
DOI:10.1021/jo01305a044

Reference yield:

: 74231-22-4
(3aR,4R,6aS)-4-Methyl-3,3a,4,6a-tetrahydro-cyclopenta[b]furan-2-one

: 72297-85-9,72345-94-9
2-((2R,3R)-5-{2-[(1R,3R)-4-(tert-Butyl-diphenyl-silanyloxy)-1,3-dimethyl-butyl]-5,5-dimethyl-[1,3]dioxan-2-yl}-2-hydroxy-3-methyl-pentyl)-5-[methyl-(2,2,2-trifluoro-acetyl)-amino]-benzooxazole-4-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 16 steps

2: 81 percent / LDA / tetrahydrofuran

3: 84 percent / 10percent HCl / tetrahydrofuran

4: 1) o-NO₂C₆H₄SeCN, Bu₃P, 2) 50percent H₂O₂ / 1)THF

5: 94 percent / LiAlH₄

6: 1) Et₃N, DMAP / 1)CH₂Cl₂

7: 1)LDA / 1) THF, 2) HMPA

8: Claisen rearrangement

9: KOH

10: 1) OsO₄, 2) camphorsulfonic acid / 1) pyridine, 2) benzene

11: PCC, NaOAc / CH₂Cl₂

12: aluminum amalgam / tetrahydrofuran; aq. ethanol

13: diethyl ether

14: 1) HC(OCH₃)3, TsOH, 2) LiAlH₄ / 1) CH₂Cl₂

15: Collins reagent

16: 1) LDA / 1) THF, - 100 deg C, 2) -100 deg C

With hydrogenchloride; dmap; potassium hydroxide; osmium(VIII) oxide; lithium aluminium tetrahydride; ortho-nitrophenyl selenocyanate; tributylphosphine; aluminium amalgam; Collins oxidation agent; camphor-10-sulfonic acid; dihydrogen peroxide; sodium acetate; toluene-4-sulfonic acid; triethylamine; pyridinium chlorochromate; lithium diisopropyl amide; trimethyl orthoformate; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane;
DOI:10.1021/jo01305a044