(2R,3R,4S,5S,6R)-2-((1R,5S)-6,6-Dimethyl-bicyclo[3.1.1]hept-2-en-2-ylmethoxy)-6-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-tetrahydro-pyran-3,4,5-triol

Base Information

• Chemical Name: (2R,3R,4S,5S,6R)-2-((1R,5S)-6,6-Dimethyl-bicyclo[3.1.1]hept-2-en-2-ylmethoxy)-6-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-tetrahydro-pyran-3,4,5-triol
• CAS No.: 1053636-35-3
• Molecular Formula: C₃₆H₄₂O₇
• Molecular Weight: 586.725
• Mol file: 1053636-35-3.mol

Synonyms:

Chemical Property of (2R,3R,4S,5S,6R)-2-((1R,5S)-6,6-Dimethyl-bicyclo[3.1.1]hept-2-en-2-ylmethoxy)-6-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-tetrahydro-pyran-3,4,5-triol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,3R,4S,5S,6R)-2-((1R,5S)-6,6-Dimethyl-bicyclo[3.1.1]hept-2-en-2-ylmethoxy)-6-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-tetrahydro-pyran-3,4,5-triol

There total 4 articles about (2R,3R,4S,5S,6R)-2-((1R,5S)-6,6-Dimethyl-bicyclo[3.1.1]hept-2-en-2-ylmethoxy)-6-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-tetrahydro-pyran-3,4,5-triol 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:

(1R)-Myrtenol (19894-97-4) → (2R,3R,4S,5S,6R)-2-((1R,5S)-6,6-Dimethyl-bicyclo[3.1.1]hept-2-en-2-ylmethoxy)-6-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-tetrahydro-pyran-3,4,5-triol (1053636-35-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 156 mg / BF₃*Et₂O, 4A molecular sieves / CHCl₃ / 2 h / Ambient temperature

2: 6.4 mg / 10percent aq. K₂CO₃ / methanol / 0.25 h / 20 °C

3: 8.5 mg / pyridine / 1 h / Ambient temperature

With pyridine; 4 A molecular sieve; boron trifluoride diethyl etherate; potassium carbonate; In methanol; chloroform;

DOI:10.1248/cpb.45.1498

Reference yield:

2,3,4,6-tetra-O-acetyl-d-glucopyranosyl trichloroacetimidate (74808-10-9,86520-63-0,87119-53-7,92052-29-4,121238-27-5,127061-80-7,142831-80-9) → (2R,3R,4S,5S,6R)-2-((1R,5S)-6,6-Dimethyl-bicyclo[3.1.1]hept-2-en-2-ylmethoxy)-6-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-tetrahydro-pyran-3,4,5-triol (1053636-35-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 156 mg / BF₃*Et₂O, 4A molecular sieves / CHCl₃ / 2 h / Ambient temperature

2: 6.4 mg / 10percent aq. K₂CO₃ / methanol / 0.25 h / 20 °C

3: 8.5 mg / pyridine / 1 h / Ambient temperature

With pyridine; 4 A molecular sieve; boron trifluoride diethyl etherate; potassium carbonate; In methanol; chloroform;

DOI:10.1248/cpb.45.1498

Reference yield:

Acetic acid (2R,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-((1R,5S)-6,6-dimethyl-bicyclo[3.1.1]hept-2-en-2-ylmethoxy)-tetrahydro-pyran-3-yl ester (117861-59-3) → (2R,3R,4S,5S,6R)-2-((1R,5S)-6,6-Dimethyl-bicyclo[3.1.1]hept-2-en-2-ylmethoxy)-6-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-tetrahydro-pyran-3,4,5-triol (1053636-35-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 6.4 mg / 10percent aq. K₂CO₃ / methanol / 0.25 h / 20 °C

2: 8.5 mg / pyridine / 1 h / Ambient temperature

With pyridine; potassium carbonate; In methanol;

DOI:10.1248/cpb.45.1498

upstream raw materials:

(-)-myrtenol-10-O-β-D-glucopyranoside

mono-4-methoxytrityl chloride

(1R)-Myrtenol

2,3,4,6-tetra-O-acetyl-d-glucopyranosyl trichloroacetimidate

Downstream raw materials:

Sacranoside A

Acetic acid (2R,3R,4S,5R,6R)-4,5-diacetoxy-6-((1R,5S)-6,6-dimethyl-bicyclo[3.1.1]hept-2-en-2-ylmethoxy)-2-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-tetrahydro-pyran-3-yl ester