(R)-2-[(2S,4R,5S,6R)-4-Benzyloxy-6-benzyloxymethyl-5-hydroxy-5-((S)-1-hydroxy-propyl)-tetrahydro-pyran-2-yl]-pentanoic acid methyl ester

Base Information

Chemical Name:(R)-2-[(2S,4R,5S,6R)-4-Benzyloxy-6-benzyloxymethyl-5-hydroxy-5-((S)-1-hydroxy-propyl)-tetrahydro-pyran-2-yl]-pentanoic acid methyl ester
CAS No.:383125-28-8
Molecular Formula:C₂₉H₄₀O₇
Molecular Weight:500.632
Hs Code.:

Synonyms:(R)-2-[(2S,4R,5S,6R)-4-Benzyloxy-6-benzyloxymethyl-5-hydroxy-5-((S)-1-hydroxy-propyl)-tetrahydro-pyran-2-yl]-pentanoic acid methyl ester

Suppliers and Price of (R)-2-[(2S,4R,5S,6R)-4-Benzyloxy-6-benzyloxymethyl-5-hydroxy-5-((S)-1-hydroxy-propyl)-tetrahydro-pyran-2-yl]-pentanoic 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 (R)-2-[(2S,4R,5S,6R)-4-Benzyloxy-6-benzyloxymethyl-5-hydroxy-5-((S)-1-hydroxy-propyl)-tetrahydro-pyran-2-yl]-pentanoic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (R)-2-[(2S,4R,5S,6R)-4-Benzyloxy-6-benzyloxymethyl-5-hydroxy-5-((S)-1-hydroxy-propyl)-tetrahydro-pyran-2-yl]-pentanoic acid methyl ester

There total 11 articles about (R)-2-[(2S,4R,5S,6R)-4-Benzyloxy-6-benzyloxymethyl-5-hydroxy-5-((S)-1-hydroxy-propyl)-tetrahydro-pyran-2-yl]-pentanoic 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: 100.0%

: 383125-03-9
(R)-2-[(2S,4R,6S)-4-Benzyloxy-6-benzyloxymethyl-5-prop-(E)-ylidene-tetrahydro-pyran-2-yl]-pentanoic acid methyl ester

: 383125-28-8
(R)-2-[(2S,4R,5S,6R)-4-Benzyloxy-6-benzyloxymethyl-5-hydroxy-5-((S)-1-hydroxy-propyl)-tetrahydro-pyran-2-yl]-pentanoic acid methyl ester

Guidance literature:: With osmium(VIII) oxide; N-methyl-2-indolinone; In water; acetonitrile; at 20 ℃;
DOI:10.1016/S0040-4039(01)01657-4

Reference yield:

: 63914-23-8
3,6-di-O-acetyl-D-glucal

: 383125-28-8
(R)-2-[(2S,4R,5S,6R)-4-Benzyloxy-6-benzyloxymethyl-5-hydroxy-5-((S)-1-hydroxy-propyl)-tetrahydro-pyran-2-yl]-pentanoic acid methyl ester

Guidance literature:: Multi-step reaction with 10 steps

1.1: i-Pr₂NEt / toluene / 20 °C

2.1: NH₃ / methanol / 40 °C

3.1: t-BuOK / dimethylformamide / 20 °C

4.1: Ph₃P*HBr / toluene / 20 °C

4.2: (COCl)2; DMSO; Et₃N / CH₂Cl₂ / 0 h / -78 °C

5.1: 84 percent / n-BuLi / tetrahydrofuran / 20 h / -78 °C

6.1: 80 percent / AcOH; water / 50 °C

7.1: 76 percent / toluene / 100 °C

8.1: 80 percent / MeONa / toluene / 70 °C

9.1: 45 percent / MeONa / methanol / 60 °C

10.1: 100 percent / OsO₄; NMO / acetonitrile; H₂O / 20 °C

With osmium(VIII) oxide; n-butyllithium; N-methyl-2-indolinone; potassium tert-butylate; ammonia; water; sodium methylate; triphenylphosphine hydrobromide; acetic acid; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide; toluene; acetonitrile; 5.1: Wittig olefination / 7.1: Wittig reaction / 8.1: Michael reaction;
DOI:10.1016/S0040-4039(01)01657-4

Reference yield:

: 3,6-Di-O-acetyl-1,5-anhydro-4-O-(methoxymethyl)-2-deoxy-D-arabino-hex-1-enitol

: 383125-28-8
(R)-2-[(2S,4R,5S,6R)-4-Benzyloxy-6-benzyloxymethyl-5-hydroxy-5-((S)-1-hydroxy-propyl)-tetrahydro-pyran-2-yl]-pentanoic acid methyl ester

Guidance literature:: Multi-step reaction with 9 steps

1.1: NH₃ / methanol / 40 °C

2.1: t-BuOK / dimethylformamide / 20 °C

3.1: Ph₃P*HBr / toluene / 20 °C

3.2: (COCl)2; DMSO; Et₃N / CH₂Cl₂ / 0 h / -78 °C

4.1: 84 percent / n-BuLi / tetrahydrofuran / 20 h / -78 °C

5.1: 80 percent / AcOH; water / 50 °C

6.1: 76 percent / toluene / 100 °C

7.1: 80 percent / MeONa / toluene / 70 °C

8.1: 45 percent / MeONa / methanol / 60 °C

9.1: 100 percent / OsO₄; NMO / acetonitrile; H₂O / 20 °C

With osmium(VIII) oxide; n-butyllithium; N-methyl-2-indolinone; potassium tert-butylate; ammonia; water; sodium methylate; triphenylphosphine hydrobromide; acetic acid; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide; toluene; acetonitrile; 4.1: Wittig olefination / 6.1: Wittig reaction / 7.1: Michael reaction;
DOI:10.1016/S0040-4039(01)01657-4