(4R,5R,6R)-4-[(1S,4S)-4-(3-Benzyloxy-phenyl)-4-methoxy-1-methyl-butyl]-6-chloromethyl-2,2,5-trimethyl-[1,3]dioxane

Base Information

• Chemical Name: (4R,5R,6R)-4-[(1S,4S)-4-(3-Benzyloxy-phenyl)-4-methoxy-1-methyl-butyl]-6-chloromethyl-2,2,5-trimethyl-[1,3]dioxane
• CAS No.: 159751-71-0
• Molecular Formula: C₂₇H₃₇ClO₄
• Molecular Weight: 461.041
• Mol file: 159751-71-0.mol

Synonyms:(4R,5R,6R)-4-[(1S,4S)-4-(3-Benzyloxy-phenyl)-4-methoxy-1-methyl-butyl]-6-chloromethyl-2,2,5-trimethyl-[1,3]dioxane

Chemical Property of (4R,5R,6R)-4-[(1S,4S)-4-(3-Benzyloxy-phenyl)-4-methoxy-1-methyl-butyl]-6-chloromethyl-2,2,5-trimethyl-[1,3]dioxane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4R,5R,6R)-4-[(1S,4S)-4-(3-Benzyloxy-phenyl)-4-methoxy-1-methyl-butyl]-6-chloromethyl-2,2,5-trimethyl-[1,3]dioxane

There total 1 articles about (4R,5R,6R)-4-[(1S,4S)-4-(3-Benzyloxy-phenyl)-4-methoxy-1-methyl-butyl]-6-chloromethyl-2,2,5-trimethyl-[1,3]dioxane 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: 99.0%

{(4R,5R,6R)-6-[(1S,4S)-4-(3-Benzyloxy-phenyl)-4-methoxy-1-methyl-butyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-methanol → (4R,5R,6R)-4-[(1S,4S)-4-(3-Benzyloxy-phenyl)-4-methoxy-1-methyl-butyl]-6-chloromethyl-2,2,5-trimethyl-[1,3]dioxane (159751-71-0)

Guidance literature:

With tetrachloromethane; triphenylphosphine; Heating;

DOI:10.1016/S0040-4039(00)73355-7

Reference yield: 72.0%

(4R,5R,6R)-4-[(1S,4S)-4-(3-Benzyloxy-phenyl)-4-methoxy-1-methyl-butyl]-6-chloromethyl-2,2,5-trimethyl-[1,3]dioxane (159751-71-0) → (3S,4R,5S,8S)-8-(3-Benzyloxy-phenyl)-8-methoxy-3,5-dimethyl-oct-1-yn-4-ol (159751-72-1)

Guidance literature:

With lithium diisopropyl amide; In tetrahydrofuran;

DOI:10.1016/S0040-4039(00)73355-7

Reference yield:

(4R,5R,6R)-4-[(1S,4S)-4-(3-Benzyloxy-phenyl)-4-methoxy-1-methyl-butyl]-6-chloromethyl-2,2,5-trimethyl-[1,3]dioxane (159751-71-0) → (2R,3S,6R,7S,9R)-2-[(1S,4S)-4-(3-Benzyloxy-phenyl)-1-methyl-pentyl]-3,9,11,11-tetramethyl-8-oxo-1-oxa-spiro[5.5]undec-4-ene-7-carboxylic acid methyl ester

Guidance literature:

Multi-step reaction with 10 steps

1: 72 percent / LDA / tetrahydrofuran

2: 87 percent / i-Pr₂NEt / CH₂Cl₂

3: 93 percent / n-BuLi / tetrahydrofuran

4: 87 percent / SO₃*pyridine, DMSO, Et₃N / CH₂Cl₂

5: 85 percent / NCS, AgNO₃, H₂O / acetonitrile

6: 56 percent / H₂O, TFA / CHCl₃

7: NaClO₂, NaH₂PO₄, 2-methyl-2-butene / 2-methyl-propan-2-ol; H₂O

8: diethyl ether

9: 71 percent / H₂ / Lindar catalyst / ethyl acetate

10: 43 percent / t-BuOK / tetrahydrofuran

With sodium chlorite; sodium dihydrogenphosphate; N-chloro-succinimide; n-butyllithium; 2-methyl-but-2-ene; pyridine-SO₃ complex; potassium tert-butylate; water; hydrogen; silver nitrate; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; lithium diisopropyl amide; Lindlar's catalyst; In tetrahydrofuran; diethyl ether; dichloromethane; chloroform; water; ethyl acetate; acetonitrile; tert-butyl alcohol;

DOI:10.1016/S0040-4039(00)73355-7

Downstream raw materials:

(3S,4R,5S,8S)-8-(3-Benzyloxy-phenyl)-8-methoxy-3,5-dimethyl-oct-1-yn-4-ol

1-Benzyloxy-3-((1S,4S,5R,6S)-1-methoxy-5-methoxymethoxy-4,6-dimethyl-oct-7-ynyl)-benzene

(R)-2-[(3S,4R,5S,8S)-8-(3-Benzyloxy-phenyl)-4-hydroxy-8-methoxy-3,5-dimethyl-oct-1-ynyl]-3,3,5-trimethyl-6-oxo-cyclohex-1-enecarbaldehyde

(R)-2-[(3S,4R,5S,8S)-8-(3-Benzyloxy-phenyl)-4-hydroxy-8-methoxy-3,5-dimethyl-oct-1-ynyl]-3,3,5-trimethyl-6-oxo-cyclohex-1-enecarboxylic acid