(3S,4R)-6-(2-{(4S,5S,6R)-6-[(1S,4S)-4-(3-Benzyloxy-phenyl)-4-methoxy-1-methyl-butyl]-2,2,5-trimethyl-[1,3]dioxan-4-ylmethyl}-[1,3]dithian-2-yl)-3-(tert-butyl-dimethyl-silanyloxy)-4,6-dimethyl-heptanoic acid methyl ester

Base Information

• Chemical Name: (3S,4R)-6-(2-{(4S,5S,6R)-6-[(1S,4S)-4-(3-Benzyloxy-phenyl)-4-methoxy-1-methyl-butyl]-2,2,5-trimethyl-[1,3]dioxan-4-ylmethyl}-[1,3]dithian-2-yl)-3-(tert-butyl-dimethyl-silanyloxy)-4,6-dimethyl-heptanoic acid methyl ester
• CAS No.: 128308-09-8
• Molecular Formula: C₄₇H₇₆O₇S₂Si
• Molecular Weight: 845.334

Synonyms:

Chemical Property of (3S,4R)-6-(2-{(4S,5S,6R)-6-[(1S,4S)-4-(3-Benzyloxy-phenyl)-4-methoxy-1-methyl-butyl]-2,2,5-trimethyl-[1,3]dioxan-4-ylmethyl}-[1,3]dithian-2-yl)-3-(tert-butyl-dimethyl-silanyloxy)-4,6-dimethyl-heptanoic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

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Useful:

Technology Process of (3S,4R)-6-(2-{(4S,5S,6R)-6-[(1S,4S)-4-(3-Benzyloxy-phenyl)-4-methoxy-1-methyl-butyl]-2,2,5-trimethyl-[1,3]dioxan-4-ylmethyl}-[1,3]dithian-2-yl)-3-(tert-butyl-dimethyl-silanyloxy)-4,6-dimethyl-heptanoic acid methyl ester

There total 3 articles about (3S,4R)-6-(2-{(4S,5S,6R)-6-[(1S,4S)-4-(3-Benzyloxy-phenyl)-4-methoxy-1-methyl-butyl]-2,2,5-trimethyl-[1,3]dioxan-4-ylmethyl}-[1,3]dithian-2-yl)-3-(tert-butyl-dimethyl-silanyloxy)-4,6-dimethyl-heptanoic 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:

2-[(3R,4S)-4,6-Bis-(tert-butyl-dimethyl-silanyloxy)-1,1,3-trimethyl-hexyl]-[1,3]dithiane (128308-07-6) → (3S,4R)-6-(2-{(4S,5S,6R)-6-[(1S,4S)-4-(3-Benzyloxy-phenyl)-4-methoxy-1-methyl-butyl]-2,2,5-trimethyl-[1,3]dioxan-4-ylmethyl}-[1,3]dithian-2-yl)-3-(tert-butyl-dimethyl-silanyloxy)-4,6-dimethyl-heptanoic acid methyl ester (128308-09-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / t-BuLi / tetrahydrofuran; hexamethylphosphoric acid triamide / -78 deg C, 5 min., -30 deg C to -25 deg C, 30 min then -78 deg C, 30 min.

With tert.-butyl lithium; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide;

DOI:10.1016/S0040-4039(00)70661-7

Reference yield:

(4R,5R,6R)-4-[(1S,4S)-4-(3-Benzyloxy-phenyl)-4-methoxy-1-methyl-butyl]-6-iodomethyl-2,2,5-trimethyl-[1,3]dioxane (128308-28-1) → (3S,4R)-6-(2-{(4S,5S,6R)-6-[(1S,4S)-4-(3-Benzyloxy-phenyl)-4-methoxy-1-methyl-butyl]-2,2,5-trimethyl-[1,3]dioxan-4-ylmethyl}-[1,3]dithian-2-yl)-3-(tert-butyl-dimethyl-silanyloxy)-4,6-dimethyl-heptanoic acid methyl ester (128308-09-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / t-BuLi / tetrahydrofuran; hexamethylphosphoric acid triamide / -78 deg C, 5 min., -30 deg C to -25 deg C, 30 min then -78 deg C, 30 min.

With tert.-butyl lithium; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide;

DOI:10.1016/S0040-4039(00)70661-7

Reference yield:

diazomethane (186581-53-3,908094-01-9,334-88-3) + (4R,5S,6S)-4-[(1S,4S)-4-(3-Benzyloxy-phenyl)-4-methoxy-1-methyl-butyl]-6-{2-[(3R,4S)-4,6-bis-(tert-butyl-dimethyl-silanyloxy)-1,1,3-trimethyl-hexyl]-[1,3]dithian-2-ylmethyl}-2,2,5-trimethyl-[1,3]dioxane (128308-08-7) → (3S,4R)-6-(2-{(4S,5S,6R)-6-[(1S,4S)-4-(3-Benzyloxy-phenyl)-4-methoxy-1-methyl-butyl]-2,2,5-trimethyl-[1,3]dioxan-4-ylmethyl}-[1,3]dithian-2-yl)-3-(tert-butyl-dimethyl-silanyloxy)-4,6-dimethyl-heptanoic acid methyl ester (128308-09-8)

Guidance literature:

Yield given. Multistep reaction;

DOI:10.1016/S0040-4039(00)70661-7

upstream raw materials:

diazomethane

(4R,5S,6S)-4-[(1S,4S)-4-(3-Benzyloxy-phenyl)-4-methoxy-1-methyl-butyl]-6-{2-[(3R,4S)-4,6-bis-(tert-butyl-dimethyl-silanyloxy)-1,1,3-trimethyl-hexyl]-[1,3]dithian-2-ylmethyl}-2,2,5-trimethyl-[1,3]dioxane

2-[(3R,4S)-4,6-Bis-(tert-butyl-dimethyl-silanyloxy)-1,1,3-trimethyl-hexyl]-[1,3]dithiane

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

Downstream raw materials:

{(2S,3R,6S,8R,9S)-8-[(1S,4S)-4-(3-Benzyloxy-phenyl)-4-methoxy-1-methyl-butyl]-3,5,5,9-tetramethyl-1,7-dioxa-spiro[5.5]undec-10-en-2-yl}-acetic acid methyl ester

{(2S,3R,6R,8R,9S,10S)-8-[(1S,4S)-4-(3-Benzyloxy-phenyl)-4-methoxy-1-methyl-butyl]-10-hydroxy-3,5,5,9-tetramethyl-1,7-dioxa-spiro[5.5]undec-2-yl}-acetic acid methyl ester

{(2S,3R,6S,8R,9S,10S)-8-[(1S,4S)-4-(3-Benzyloxy-phenyl)-4-methoxy-1-methyl-butyl]-10-hydroxy-3,5,5,9-tetramethyl-1,7-dioxa-spiro[5.5]undec-2-yl}-acetic acid methyl ester

((2S,3R)-6-{(4S,5S,6R)-6-[(1S,4S)-4-(3-Benzyloxy-phenyl)-4-methoxy-1-methyl-butyl]-2,2,5-trimethyl-[1,3]dioxan-4-ylmethyl}-6-hydroxy-3,5,5-trimethyl-tetrahydro-pyran-2-yl)-acetic acid methyl ester

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