Acetic acid (1S,4S,5R)-1-[(R)-2-(tert-butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-7-hydroxy-5-(4-methoxy-benzyloxy)-4-methyl-heptyl ester

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Chemical Name:Acetic acid (1S,4S,5R)-1-[(R)-2-(tert-butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-7-hydroxy-5-(4-methoxy-benzyloxy)-4-methyl-heptyl ester
CAS No.:170808-36-3
Molecular Formula:C₃₇H₅₂O₆Si
Molecular Weight:620.902
Hs Code.:

Synonyms:Acetic acid (1S,4S,5R)-1-[(R)-2-(tert-butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-7-hydroxy-5-(4-methoxy-benzyloxy)-4-methyl-heptyl ester

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Chemical Property of Acetic acid (1S,4S,5R)-1-[(R)-2-(tert-butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-7-hydroxy-5-(4-methoxy-benzyloxy)-4-methyl-heptyl ester

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Technology Process of Acetic acid (1S,4S,5R)-1-[(R)-2-(tert-butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-7-hydroxy-5-(4-methoxy-benzyloxy)-4-methyl-heptyl ester

There total 22 articles about Acetic acid (1S,4S,5R)-1-[(R)-2-(tert-butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-7-hydroxy-5-(4-methoxy-benzyloxy)-4-methyl-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: 84.0%

: Acetic acid (1S,4S)-1-[(R)-2-(tert-butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-4-[(R)-2-(4-methoxy-phenyl)-[1,3]dioxan-4-yl]-pentyl ester

: 170808-36-3
Acetic acid (1S,4S,5R)-1-[(R)-2-(tert-butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-7-hydroxy-5-(4-methoxy-benzyloxy)-4-methyl-heptyl ester

Guidance literature:: With chloro-trimethyl-silane; 3 A molecular sieve; sodium cyanoborohydride; In acetonitrile; for 12h; 0 deg C up to RT;
DOI:10.1016/0040-4039(95)01493-2

Reference yield:

: 130647-99-3
(3S,6R)-6,7-dihydroxy-3,7-dimethyloctyl acetate

: 170808-36-3
Acetic acid (1S,4S,5R)-1-[(R)-2-(tert-butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-7-hydroxy-5-(4-methoxy-benzyloxy)-4-methyl-heptyl ester

Guidance literature:: Multi-step reaction with 20 steps

1: PPTS / CH₂Cl₂

2: K₂CO₃, MeOH

3: NaH, Bu₄NI / tetrahydrofuran

4: 83 percent / n-BuLi / tetrahydrofuran / -78 - 0 °C

5: 1) AD-mix-α, 2) DMAP, DCC / 1) H2O, t-BuOH, 0 deg C, 2) CH2Cl2

6: CF₃SO₃H / tetrahydrofuran

7: 2 M NaOH / ethanol

8: CBr₄, PPh₃ / CH₂Cl₂

9: n-BuLi / tetrahydrofuran / -30 °C

10: PPTS, MeOH

11: DMAP / pyridine

12: K₂CO₃ / methanol

13: (i-PrO)3Al / toluene / 120 °C

14: Et₃N, DMAP / CH₂Cl₂

15: 1) 9-BBN, 2) H₂O₂, 2 M NaOH / 1) THF, -78 to 50 deg C, 2) THF

16: LiAlH₄ / tetrahydrofuran

17: Et₃N, DMAP / CH₂Cl₂

18: Et₃N, DMAP / CH₂Cl₂

19: acetonitrile

20: NaBH₄, H₂O / methanol

With methanol; dmap; sodium hydroxide; sodium tetrahydroborate; AD-mix-α; lithium aluminium tetrahydride; 9-borabicyclo[3.3.1]nonane dimer; n-butyllithium; carbon tetrabromide; trifluorormethanesulfonic acid; water; dihydrogen peroxide; pyridinium p-toluenesulfonate; aluminum isopropoxide; tetra-(n-butyl)ammonium iodide; sodium hydride; potassium carbonate; triethylamine; dicyclohexyl-carbodiimide; triphenylphosphine; In tetrahydrofuran; pyridine; methanol; ethanol; dichloromethane; toluene; acetonitrile;
DOI:10.1246/cl.1997.117

Reference yield:

: 89238-99-3
O-(4-methoxybenzyl)-trichloroacetimidate

: 170808-36-3
Acetic acid (1S,4S,5R)-1-[(R)-2-(tert-butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-7-hydroxy-5-(4-methoxy-benzyloxy)-4-methyl-heptyl ester

Guidance literature:: Multi-step reaction with 15 steps

1: CF₃SO₃H / tetrahydrofuran

2: 2 M NaOH / ethanol

3: CBr₄, PPh₃ / CH₂Cl₂

4: n-BuLi / tetrahydrofuran / -30 °C

5: PPTS, MeOH

6: DMAP / pyridine

7: K₂CO₃ / methanol

8: (i-PrO)3Al / toluene / 120 °C

9: Et₃N, DMAP / CH₂Cl₂

10: 1) 9-BBN, 2) H₂O₂, 2 M NaOH / 1) THF, -78 to 50 deg C, 2) THF

11: LiAlH₄ / tetrahydrofuran

12: Et₃N, DMAP / CH₂Cl₂

13: Et₃N, DMAP / CH₂Cl₂

14: acetonitrile

15: NaBH₄, H₂O / methanol

With methanol; dmap; sodium hydroxide; sodium tetrahydroborate; lithium aluminium tetrahydride; 9-borabicyclo[3.3.1]nonane dimer; n-butyllithium; carbon tetrabromide; trifluorormethanesulfonic acid; water; dihydrogen peroxide; pyridinium p-toluenesulfonate; aluminum isopropoxide; potassium carbonate; triethylamine; triphenylphosphine; In tetrahydrofuran; pyridine; methanol; ethanol; dichloromethane; toluene; acetonitrile;
DOI:10.1246/cl.1997.117