1-O-benzyl-2,3-bis-O-<(3R,7R,11S,15S)-16-<(tert-butyldimethylsilyl)oxy>-3,7,11,15-tetramethylhexadecanyl>-sn-glycerol

Base Information

Chemical Name:1-O-benzyl-2,3-bis-O-<(3R,7R,11S,15S)-16-<(tert-butyldimethylsilyl)oxy>-3,7,11,15-tetramethylhexadecanyl>-sn-glycerol
CAS No.:156593-01-0
Molecular Formula:C₆₂H₁₂₂O₅Si₂
Molecular Weight:1003.82
Hs Code.:

Synonyms:

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Chemical Property of 1-O-benzyl-2,3-bis-O-<(3R,7R,11S,15S)-16-<(tert-butyldimethylsilyl)oxy>-3,7,11,15-tetramethylhexadecanyl>-sn-glycerol

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Technology Process of 1-O-benzyl-2,3-bis-O-<(3R,7R,11S,15S)-16-<(tert-butyldimethylsilyl)oxy>-3,7,11,15-tetramethylhexadecanyl>-sn-glycerol

There total 23 articles about 1-O-benzyl-2,3-bis-O-<(3R,7R,11S,15S)-16-<(tert-butyldimethylsilyl)oxy>-3,7,11,15-tetramethylhexadecanyl>-sn-glycerol 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:

: 77220-86-1,108772-87-8
(S)-4-Hydroxy-3-methyl-butyric acid

: 156593-01-0
1-O-benzyl-2,3-bis-O-<(3R,7R,11S,15S)-16-<(tert-butyldimethylsilyl)oxy>-3,7,11,15-tetramethylhexadecanyl>-sn-glycerol

Guidance literature:: Multi-step reaction with 15 steps

1: imidazole / dimethylformamide

2: DIBAH

3: TfOH / diethyl ether

4: aq. HCl / tetrahydrofuran

5: pyridine

6: K₂CO₃ / dimethylformamide

7: m-CPBA / CH₂Cl₂

8: 1.) BuLi, HMPA / 1.) THF, -78 deg C, 2.) THF, from -25 deg C to RT

9: 86 percent / Na(Hg) / methanol

10: H₂ / 10percent Pd/C / ethyl acetate

11: I₂, Ph₃P, imidazole / benzene

12: 1.) BuLi, HMPA / 1.) THF, -78 deg C, 2.) THF, from -25 deg C to RT

13: Li, EtNH₂ / tetrahydrofuran / -78 °C

14: Et₃N / CH₂Cl₂

15: 1.) NaH / 1.) DMSO, 2.) DMSO

With pyridine; 1H-imidazole; hydrogenchloride; N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; sodium amalgam; trifluorormethanesulfonic acid; hydrogen; iodine; lithium; sodium hydride; diisobutylaluminium hydride; potassium carbonate; ethylamine; triethylamine; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; benzene;
DOI:10.1039/c39940000137

Reference yield:

: 188692-77-5
(3S)-4-<(1-ethoxyethyl)oxy>-3-methylbutanenitrile

: 156593-01-0
1-O-benzyl-2,3-bis-O-<(3R,7R,11S,15S)-16-<(tert-butyldimethylsilyl)oxy>-3,7,11,15-tetramethylhexadecanyl>-sn-glycerol

Guidance literature:: Multi-step reaction with 16 steps

1: aq. HCl / tetrahydrofuran

2: imidazole / dimethylformamide

3: DIBAH

4: TfOH / diethyl ether

5: aq. HCl / tetrahydrofuran

6: pyridine

7: K₂CO₃ / dimethylformamide

8: m-CPBA / CH₂Cl₂

9: 1.) BuLi, HMPA / 1.) THF, -78 deg C, 2.) THF, from -25 deg C to RT

10: 86 percent / Na(Hg) / methanol

11: H₂ / 10percent Pd/C / ethyl acetate

12: I₂, Ph₃P, imidazole / benzene

13: 1.) BuLi, HMPA / 1.) THF, -78 deg C, 2.) THF, from -25 deg C to RT

14: Li, EtNH₂ / tetrahydrofuran / -78 °C

15: Et₃N / CH₂Cl₂

16: 1.) NaH / 1.) DMSO, 2.) DMSO

With pyridine; 1H-imidazole; hydrogenchloride; N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; sodium amalgam; trifluorormethanesulfonic acid; hydrogen; iodine; lithium; sodium hydride; diisobutylaluminium hydride; potassium carbonate; ethylamine; triethylamine; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; benzene;
DOI:10.1039/c39940000137

Reference yield:

: 862387-31-3
(S)-4-(tert-Butyl-dimethyl-silanyloxy)-3-methyl-butyric acid

: 156593-01-0
1-O-benzyl-2,3-bis-O-<(3R,7R,11S,15S)-16-<(tert-butyldimethylsilyl)oxy>-3,7,11,15-tetramethylhexadecanyl>-sn-glycerol

Guidance literature:: Multi-step reaction with 14 steps

1: DIBAH

2: TfOH / diethyl ether

3: aq. HCl / tetrahydrofuran

4: pyridine

5: K₂CO₃ / dimethylformamide

6: m-CPBA / CH₂Cl₂

7: 1.) BuLi, HMPA / 1.) THF, -78 deg C, 2.) THF, from -25 deg C to RT

8: 86 percent / Na(Hg) / methanol

9: H₂ / 10percent Pd/C / ethyl acetate

10: I₂, Ph₃P, imidazole / benzene

11: 1.) BuLi, HMPA / 1.) THF, -78 deg C, 2.) THF, from -25 deg C to RT

12: Li, EtNH₂ / tetrahydrofuran / -78 °C

13: Et₃N / CH₂Cl₂

14: 1.) NaH / 1.) DMSO, 2.) DMSO

With pyridine; 1H-imidazole; hydrogenchloride; N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; sodium amalgam; trifluorormethanesulfonic acid; hydrogen; iodine; lithium; sodium hydride; diisobutylaluminium hydride; potassium carbonate; ethylamine; triethylamine; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; benzene;
DOI:10.1039/c39940000137