(S)-valino tert-butyl ether formamidine of 3-benzyloxy-4-methoxy-1,2,3,4-tetrahydro-isoquinoline

Base Information

Chemical Name:(S)-valino tert-butyl ether formamidine of 3-benzyloxy-4-methoxy-1,2,3,4-tetrahydro-isoquinoline
CAS No.:116195-54-1
Molecular Formula:C₂₇H₃₈N₂O₃
Molecular Weight:438.61
Hs Code.:

Synonyms:(S)-valino tert-butyl ether formamidine of 3-benzyloxy-4-methoxy-1,2,3,4-tetrahydro-isoquinoline

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Chemical Property of (S)-valino tert-butyl ether formamidine of 3-benzyloxy-4-methoxy-1,2,3,4-tetrahydro-isoquinoline

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Technology Process of (S)-valino tert-butyl ether formamidine of 3-benzyloxy-4-methoxy-1,2,3,4-tetrahydro-isoquinoline

There total 2 articles about (S)-valino tert-butyl ether formamidine of 3-benzyloxy-4-methoxy-1,2,3,4-tetrahydro-isoquinoline 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: 91.0%

: 98809-69-9
6-(Benzyloxy)-7-methoxy-1,2,3,4-tetrahydroisoquinoline

: 90482-06-7
(S)-N,N-dimethyl-N'-(1-tert-butoxy-3-methyl-2-butyl)formamidine

: 116195-54-1
(S)-valino tert-butyl ether formamidine of 3-benzyloxy-4-methoxy-1,2,3,4-tetrahydro-isoquinoline

Guidance literature:: In toluene; at 16 ℃; Heating;
DOI:10.1016/S0040-4020(01)87686-9

Reference yield:

: 90482-05-6
(S)-valinol t-butyl ether

: 116195-54-1
(S)-valino tert-butyl ether formamidine of 3-benzyloxy-4-methoxy-1,2,3,4-tetrahydro-isoquinoline

Guidance literature:: Multi-step reaction with 2 steps

1: 92 percent / NaOMe / methanol / 4 h / 0 °C

2: 91 percent / toluene / 16 °C / Heating

With sodium methylate; In methanol; toluene;
DOI:10.1016/S0040-4020(01)87686-9

Reference yield:

: 116195-54-1
(S)-valino tert-butyl ether formamidine of 3-benzyloxy-4-methoxy-1,2,3,4-tetrahydro-isoquinoline

: 2688-77-9,20412-65-1
(S)-laudanosine

Guidance literature:: Multi-step reaction with 5 steps

1: 1) t-butyllithium / 1) THF, pentane, -100 deg C, 0.5 h, 2) THF, pentane, -100 deg C, 0.5 h

2: hidrazine / aq. ethanol; acetic acid / 50 °C

3: 2.) NaBH₄ / 1) MeOH, RT, 0.2 h, 2) MeOH, 1 h

4: 90 percent / hydrogen / 4percent Pd/C / methanol; acetic acid / 2585.7 Torr / Ambient temperature

5: determination of e.e. (86percent)

With sodium tetrahydroborate; hydrogen; tert.-butyl lithium; hydrazine; palladium on activated charcoal; In methanol; ethanol; acetic acid;
DOI:10.1016/S0040-4020(01)87686-9