tert-Butyl-[(R)-1-((R)-1-methyl-2-phenyl-ethyl)-4-(1-oxo-1λ⁴-[1,3]dithian-2-yl)-butoxy]-diphenyl-silane

Base Information

• Chemical Name: tert-Butyl-[(R)-1-((R)-1-methyl-2-phenyl-ethyl)-4-(1-oxo-1λ⁴-[1,3]dithian-2-yl)-butoxy]-diphenyl-silane
• CAS No.: 208338-27-6
• Molecular Formula: C₃₃H₄₄O₂S₂Si
• Molecular Weight: 564.929

Synonyms:tert-Butyl-[(R)-1-((R)-1-methyl-2-phenyl-ethyl)-4-(1-oxo-1λ⁴-[1,3]dithian-2-yl)-butoxy]-diphenyl-silane

Chemical Property of tert-Butyl-[(R)-1-((R)-1-methyl-2-phenyl-ethyl)-4-(1-oxo-1λ⁴-[1,3]dithian-2-yl)-butoxy]-diphenyl-silane

Chemical Property:

Purity/Quality:

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Technology Process of tert-Butyl-[(R)-1-((R)-1-methyl-2-phenyl-ethyl)-4-(1-oxo-1λ⁴-[1,3]dithian-2-yl)-butoxy]-diphenyl-silane

There total 12 articles about tert-Butyl-[(R)-1-((R)-1-methyl-2-phenyl-ethyl)-4-(1-oxo-1λ⁴-[1,3]dithian-2-yl)-butoxy]-diphenyl-silane 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: 78.0%

(4'R,5'R)-2-[4'-(tert-butyldiphenylsilyloxy)-5'-methyl-6'-phenylhex-1'-yl][1,3]dithiane (208338-26-5) → tert-Butyl-[(R)-1-((R)-1-methyl-2-phenyl-ethyl)-4-(1-oxo-1λ4-[1,3]dithian-2-yl)-butoxy]-diphenyl-silane (208338-27-6)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 0 ℃;

DOI:10.1016/S0040-4039(98)00485-7

Reference yield: 65.0%

(4'R,5'R)-2-[4'-(tert-butyldiphenylsilyloxy)-5'-methyl-6'-phenylhex-1'-yl][1,3]dithiane (208338-26-5) → tert-Butyl-[(R)-1-((R)-1-methyl-2-phenyl-ethyl)-4-(1-oxo-1λ4-[1,3]dithian-2-yl)-butoxy]-diphenyl-silane + tert-Butyl-[(R)-1-((R)-1-methyl-2-phenyl-ethyl)-4-(1-oxo-1λ4-[1,3]dithian-2-yl)-butoxy]-diphenyl-silane (208338-27-6)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 0 ℃; for 0.0166667h;

DOI:10.1021/jo000700m

Reference yield:

tert-butylchlorodiphenylsilane (58479-61-1) → tert-Butyl-[(R)-1-((R)-1-methyl-2-phenyl-ethyl)-4-(1-oxo-1λ4-[1,3]dithian-2-yl)-butoxy]-diphenyl-silane (208338-27-6)

Guidance literature:

Multi-step reaction with 5 steps

1: 93 percent / imidazole / dimethylformamide / 24 h / 100 °C

2: 94 percent / BCl₃*SMe₂ / CH₂Cl₂ / 1 h / 20 °C

3: 97 percent / (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -78 °C

4: 92 percent / BF₃*Et₂O / CH₂Cl₂ / 1 h / 20 °C

5: 65 percent / mCPBA / CH₂Cl₂ / 0.02 h / 0 °C

With 1H-imidazole; oxalyl dichloride; boron trichloride - methyl sulfide complex; boron trifluoride diethyl etherate; dimethyl sulfoxide; triethylamine; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; N,N-dimethyl-formamide; 1: Substitution / 2: Debenzylation / 3: Swern oxidation / 4: Thioacetal formation / 5: Oxidation;

DOI:10.1021/jo000700m

upstream raw materials:

(4'R,5'R)-2-[4'-(tert-butyldiphenylsilyloxy)-5'-methyl-6'-phenylhex-1'-yl][1,3]dithiane

tert-butylchlorodiphenylsilane

(2R,3R)-7-Benzyloxy-2-methyl-1-phenyl-heptan-3-ol

(5R,6R)-5-(tert-butyldiphenylsilyloxy)-6-methyl-7-phenylheptanal

Downstream raw materials:

(4'R,5'R,1''R,2''R,3''R,4''S,5''R)-2-[4'-acetoxy-5'-methyl-6'-phenyl-hex-1'-yl]-2-[6''-benzyloxy-3'',4''-bis(benzyloxymethyl)-2'',3'',4'',5''-bis(di-O-isopropylidene)-1''-hydroxyhex-1''-yl][1,3]dithiane

{2-[(4R,5R)-4-(tert-Butyl-diphenyl-silanyloxy)-5-methyl-6-phenyl-hexyl]-[1,3]dithian-2-yl}-((4R,5R,4'S,5'R)-4,4',5'-tris-benzyloxymethyl-2,2,2',2'-tetramethyl-[4,4']bi[[1,3]dioxolanyl]-5-yl)-methanol

(4'R,5'R,1''S,2''R,3''R,4''S,5''S)-2-[6''-benzyloxy-3'',4''-bis(benzyloxymethyl)-2'',3'',4'',5''-bis(di-O-isopropylidene)-1''-hydroxyhex-1''-yl]-2-[4'-hydroxy-5'-methyl-6'-phenylhex-1'-yl][1,3]dithiane

(4'R,5'R,1''R,2''R,3''R,4''S,5''R)-2-[6''-benzyloxy-3'',4''-bis(benzyloxymethyl)-2'',3'',4'',5''-bis(di-O-isopropylidene)-1''-hydroxyhex-1''-yl]-2-[4'-hydroxy-5'-methyl-6'-phenylhex-1'-yl][1,3]dithiane

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