(4R,5S,6S)-6-[(benzyloxy)methoxy]-7-(tert-butyldiphenylsilanyloxy)-4-methoxymethoxy-5-methylhept-2-enoic acid methyl ester

Base Information

Chemical Name:(4R,5S,6S)-6-[(benzyloxy)methoxy]-7-(tert-butyldiphenylsilanyloxy)-4-methoxymethoxy-5-methylhept-2-enoic acid methyl ester
CAS No.:195377-37-8
Molecular Formula:C₃₅H₄₆O₇Si
Molecular Weight:606.832
Hs Code.:

Synonyms:(4R,5S,6S)-6-[(benzyloxy)methoxy]-7-(tert-butyldiphenylsilanyloxy)-4-methoxymethoxy-5-methylhept-2-enoic acid methyl ester

Suppliers and Price of (4R,5S,6S)-6-[(benzyloxy)methoxy]-7-(tert-butyldiphenylsilanyloxy)-4-methoxymethoxy-5-methylhept-2-enoic acid methyl ester

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of (4R,5S,6S)-6-[(benzyloxy)methoxy]-7-(tert-butyldiphenylsilanyloxy)-4-methoxymethoxy-5-methylhept-2-enoic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (4R,5S,6S)-6-[(benzyloxy)methoxy]-7-(tert-butyldiphenylsilanyloxy)-4-methoxymethoxy-5-methylhept-2-enoic acid methyl ester

There total 6 articles about (4R,5S,6S)-6-[(benzyloxy)methoxy]-7-(tert-butyldiphenylsilanyloxy)-4-methoxymethoxy-5-methylhept-2-enoic 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:

: 139190-51-5
Methyl (4S,E)-4-(benzyloxymethoxy)-5-(tert-butyldiphenylsiloxy)-2-pentenoate

: 195377-37-8
(4R,5S,6S)-6-[(benzyloxy)methoxy]-7-(tert-butyldiphenylsilanyloxy)-4-methoxymethoxy-5-methylhept-2-enoic acid methyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: CuI / tetrahydrofuran; diethyl ether / 0.5 h / -15 - 0 °C

1.2: 92 percent / Me₃SiCl / tetrahydrofuran; diethyl ether / 3 h / -78 °C

2.1: KHMDS / tetrahydrofuran; toluene / 0.5 h / -78 °C

2.2: 91 percent / Davis oxaziridine / tetrahydrofuran; toluene / 3 h / -78 °C

3.1: 92 percent / diisopropylethylamine; DMAP / CH₂Cl₂ / 48 h / 0 - 20 °C

4.1: 97 percent / DIBAL-H / tetrahydrofuran; toluene / 1.5 h / -78 - 0 °C

5.1: oxalyl chloride; DMSO; triethylamin / CH₂Cl₂ / 0.83 h / -55 - -30 °C

6.1: 8.5 g / CH₂Cl₂ / 14 h / 20 °C

With dmap; copper(l) iodide; oxalyl dichloride; potassium hexamethylsilazane; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; diethyl ether; dichloromethane; toluene; 1.1: complexation / 1.2: Addition / 2.1: Metallation / 2.2: Oxidation / 3.1: Etherification / 4.1: Reduction / 5.1: Swern oxidation / 6.1: Wittig reaction;
DOI:10.1021/ja970251g

Reference yield:

: 139190-55-9
(3S,4S)-4-[(benzyloxy)methoxy]-5-(tert-butyldiphenylsilanyloxy)-3-methylpentanoic acid methyl ester

: 195377-37-8
(4R,5S,6S)-6-[(benzyloxy)methoxy]-7-(tert-butyldiphenylsilanyloxy)-4-methoxymethoxy-5-methylhept-2-enoic acid methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: KHMDS / tetrahydrofuran; toluene / 0.5 h / -78 °C

1.2: 91 percent / Davis oxaziridine / tetrahydrofuran; toluene / 3 h / -78 °C

2.1: 92 percent / diisopropylethylamine; DMAP / CH₂Cl₂ / 48 h / 0 - 20 °C

3.1: 97 percent / DIBAL-H / tetrahydrofuran; toluene / 1.5 h / -78 - 0 °C

4.1: oxalyl chloride; DMSO; triethylamin / CH₂Cl₂ / 0.83 h / -55 - -30 °C

5.1: 8.5 g / CH₂Cl₂ / 14 h / 20 °C

With dmap; oxalyl dichloride; potassium hexamethylsilazane; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; toluene; 1.1: Metallation / 1.2: Oxidation / 2.1: Etherification / 3.1: Reduction / 4.1: Swern oxidation / 5.1: Wittig reaction;
DOI:10.1021/ja970251g

Reference yield:

: 183119-33-7
(2S,3S,4S)-4-[(benzyloxy)methoxy]-5-(tert-butyldiphenylsilanyloxy)-2-hydroxy-3-methylpentanoic acid methyl ester

: 195377-37-8
(4R,5S,6S)-6-[(benzyloxy)methoxy]-7-(tert-butyldiphenylsilanyloxy)-4-methoxymethoxy-5-methylhept-2-enoic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 92 percent / diisopropylethylamine; DMAP / CH₂Cl₂ / 48 h / 0 - 20 °C

2: 97 percent / DIBAL-H / tetrahydrofuran; toluene / 1.5 h / -78 - 0 °C

3: oxalyl chloride; DMSO; triethylamin / CH₂Cl₂ / 0.83 h / -55 - -30 °C

4: 8.5 g / CH₂Cl₂ / 14 h / 20 °C

With dmap; oxalyl dichloride; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; toluene; 1: Etherification / 2: Reduction / 3: Swern oxidation / 4: Wittig reaction;
DOI:10.1021/ja970251g